Vacation Rentals By Owner In Annapolis, MD

$613.9

Family and Dog-Friendly, Around the Corner from Annapolis Hot Spots with Fenced-In Yard and Parkin

Annapolis, Maryland, United States

Experience the Difference: Professionally Managed by iTrip AnnapolisbrbrStill available for Commissioning Week 2025! brbr brbrWelcome to this beautifully remodeled Victorian home in Eastport, lovingly named Around the Corner for its prime location near Annapolis' best dining, shopping, and waterfront experiences. This 2-story retreat seamlessly blends historic charm with modern conveniences, making it perfect for a memorable getaway. brbr brbrKey Features: brbrInviting Wrap-Around Porch: Begin or end your day relaxing on this quintessential Eastport feature. brbrSpacious Living & Dining Areas: Heart of pine flooring throughout creates a warm, welcoming atmosphere. brbrGourmet Kitchen: Fully updated with custom cement countertops, breakfast bar, and wine fridge. brbrOutdoor Oasis: Enjoy a private fenced-in backyard with a furnished patio, lounge chairs, and gas grill. brbrHigh-End Baths: Luxury fixtures, Restoration Hardware vanities, and boutique-level linens. brbr brbrSleeping Arrangements (Sleeps 8) brbrSunny Front King Bedroom: King bed, walk-in closet, and access to a full hall bath. brbrMiddle Queen Bedroom: Queen bed with access to the hall bath. brbrBunk Room: Twin bunk beds and built-in laundry room. brbrLiving Room: Queen sleeper sofa with access to the 1st-floor full bath. brbr brbrAmenities to Enhance Your Stay: brbrHigh-speed Fios internet (1 Gig) & WiFi brbrFlat-screen TV brbrComplimentary coffee & starter toiletries kit brbrFull-sized washer & dryer brbrLuxury linens & boutique-level service brbrKeyless entry brbrPet-Friendly: Small dogs (50lbs or less) welcome with a $150 non-refundable fee per dog brbrPrivate driveway (1 car) + unrestricted street parking brbr brbrLocation Highlights: brbrDowntown Annapolis: 0.8 miles (3 minutes) brbrU.S. Naval Academy: 1 mile (5 minutes) brbrWashington, DC: 32 miles brbrBaltimore: 30 miles brbr brbrHouse Rules: brbrAge Requirement: At least one guest must be 25 or older. brbrNo smoking brbrNo parties or events. brbrCheck-in: 4:00 pm | Check-out: 11:00 am brbr brbrReady to experience historic Eastport with all the comforts of home Book your stay at Around the Corner and immerse yourself in the beauty and charm of Annapolis!

3

Bed

2

Bath

8

Sleeps

$388.19

/ Nightly

Condo

Spa Creek Waterfront | Pool & Parking

Annapolis, Maryland, United States

Summary:brbrWater views! This 2-bedroom Eastport condo sits right on Spa Creek with a covered deck perfect for watching sunsets. Swim in the community pool, walk to Eastport's best restaurants, or cross the bridge to Downtown Annapolis. The king bedroom and a second room with twins that push together as a king give you flexibility. Full kitchen, Smart TVs throughout, and 1 free parking spot. A waterfront stay without the waterfront price tagbrbrbrbrThe Space:brbrBEDROOMSbrbrTwo bedrooms with fresh linens. The first has a king bed. The second has 2 twins that can be pushed together to make a king. Both rooms have Smart TVs and closet space.brbrBATHROOMSbrbrOne full bathroom stocked with towels, soap, shampoo, and essentials.brbrKITCHENbrbrOpen kitchen with modern appliances, cookware, dishes, and utensils — fully equipped for cooking at home. Beautiful waterfront views from the kitchen.brbrLIVING AREASbrbrLiving room with Smart TV and comfortable seating, overlooking Spa Creek.brbrOUTDOOR LIVINGbrbrLarge covered deck overlooking Spa Creek — furnished for outdoor dining and relaxing by the water. Community pool access (Memorial Day – Labor Day), shared dock, and waterfront common areas.brbrPARKINGbrbrFree parking for 1 car outside the building.brbrLOCATIONbrbrYacht Club Condominiums in Eastport. Steps from Eastport dining — Boatyard, Adam's on the 4th, Carol's Creek. Walk across the Eastport Bridge to Downtown Annapolis. Under 2 miles to USNA.brbrbrbrGOOD TO KNOWbrbrbrbrCheck-in: 3:00 PM / Checkout: 11:00 AMbrbrSelf check-in with smart lockbrbrNo smokingbrbrPool hours: Mon/Wed/Thu 4-8pm, Fri 3-8pm, Weekends/Holidays 12-8pm, Tue closedbrbrbrbrGuest Access:brbrUse lockbox to get into the condo building and then use the keypad for the front door of the unit.

2

Bed

1

Bath

4

Sleeps

$403.49

/ Nightly

Hotel

Robert Johnson Townhouse | 0.2mi to Main Street Shops & 0.3mi to Waterfront

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$190.31

/ Nightly

Hotel

Robert Johnson King | Historic Inns | Near Top Dining & City Attractions

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 312 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$190.31

/ Nightly

Hotel

Just Steps from Waterfront | Robert Johnson King | 0.3mi to US Naval Academy

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 312 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$183.6

/ Nightly

Hotel

Authentic 18th Century Hotel Near US Naval Academy - Walking Distance

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$165.35

/ Nightly

Hotel

Maryland Inn 2 Double Beds | Historic Inns | 0.3 Mi to Naval Academy

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$368.22

/ Nightly

Hotel

Maryland Inn 2 Doubles | Pet-Friendly | 2 Units

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $60 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

2

Bed

2

Bath

8

Sleeps

$403.49

/ Nightly

Hotel

Robert Johnson Townhouse | 0.1mi State House | 0.3mi Naval Academy

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

1

Bed

1

Bath

4

Sleeps

$193.73

/ Nightly

Hotel

Robert Johnson 2 Double Beds | Historic Inns | 0.8 miles to Cheston Avenue Wharf

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 312 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$193.73

/ Nightly

Hotel

Unique Victorian Stay | Steps from Waterfront | 0.1mi to State House

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 312 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$183.6

/ Nightly

Hotel

Maryland Inn King, Historic Inns, Elegant Dining, Waterfront Proximity

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 237 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome with an additional charge of $150.00 (per pet). for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$173.3

/ Nightly

Hotel

Governor Calvert 2 Double Beds | Historic Inns | Near Naval Academy

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 240 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

Bed

Bath

Sleeps

$173.3

/ Nightly

Hotel

Charming Downtown Hotel Room w/ Vintage Character + Historic Site

Annapolis, Maryland, United States

Conveniently located in the center of Maryland's famous capital city, our inns are within easy walking distance to sites such as the United States Naval Academy, Maryland State House, and St. John's College. Explore the beautiful Chesapeake Bay area for day trips to Washington DC or a sailing adventure along the coast.brbrThis listing is for a room within a hotel.brbr✦ Your room is 240 sq. ft, equipped with complimentary toiletries, high definition 42-inch TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm, and is flexible afterwards. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Paid valet parking – 1 space(s), available for $50.33 per day.brbr✦ Shuttle service is available upon request for free.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $30 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $34.20 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are welcome. for a $150/stay fee + $20/night cleaning feebrbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.brbr✦ Refundable security deposit is charged per night on a valid credit card.brbr✦ Pet Policy: Max 2 dogs/room up to 50lbs eachbrbr✦ Credit card are subject to a surcharge of 2.5 percent.brbr✦ Free Shuttle within the area(Based on Availability)

1

Bed

1

Bath

4

Sleeps

$2014.0

/ Nightly

Private Vacation Home

Luxury Waterfront with Big Views 10 min from Downtown Annapolis

Annapolis, Maryland, United States

The perfect Commissioning Week House! Enjoy the views in this architectural gem- a modern, modified A-frame. It's a true entertainer's paradise: 4 separate deck areas with a waterfront bar, firepit and wired outdoor speakers are perfect for celebrating your grad. Help yourself to our toys- crabbing equipment, 2 kayaks, 2 paddle boards and lots of inflatables for a lazy float. brbrAll kitchen appliances are new in the past year. Main living area is open with a fireplace, large living room and kitchen great room.brbrWhen the party is over, this is also the perfect spot to just relax! Sitting waterside you can have a front-row seat to regular sailboat races and watch cruise ships come up the bay. Help yourself to a book from our extensive library and enjoy it on the outdoor hammock or curled up in the loft. brbrPrimary bedroom is very spacious with an ensuite bathroom, big screen TV and a sleep number bed. Bedroom 2 is on the ground floor with an Xbox, TV and queen bed. Bedroom 3 is also on the ground floor with a twin bed and twin trundle. Bedroom 4 with a queen bed and TV is part of a completely detached studio guest apartment for the utmost privacy. Apartment has its own kitchenette and bathroom.brbrLocation is a quiet and private residential street in the charming neighborhood of Atlantis.

Bed

Bath

Sleeps

$269.43

/ Nightly

Apartment

Studio Apartment in Downtown Annapolis

Annapolis, Maryland, United States

19th Century Coastal charm with modern comfort! Located in the quiet and beautiful Colonial Historic District, This studio apartment is within walking distance to all the action Annapolis has to offer - City Dock, Ego Alley, Restaurants, State Building, and of course, the United States Naval Academy.brbrOn the second floor of this Georgian-style, 1880 home, The Studio offers all the comforts required for a private, restful stay:brbrQueen-sized bed,brCouch and Smart TVbrKitchenette including min-fridge, microwave, sink and barstool seating for 2.brBathroom with shower, toilet, and single basinbrRadiator Heat and Window AC UnitbrWiFibrbrEnjoy exclusive use of this two bedroom apartment on the second floor. There are four Flats in this house which share a common front door.brGuests are provided a unique access code for the Front Door and another for The Studio (Flat 3).brbrPARKINGbrWhile street-parking is available, it is based on availability. There is no designated spot for the house. Look for signage which dictate rules of parking including cost.brbrThe following garages are available:brNoah Hillman Garage. This is a 5 minute, 0.2 mile walk to the house.brGott’s Court Garage This is a 10 minute, 0.4 mile walk to the house.brKnighton Garage This is a 13 minute, 0.5 mile walk to the housebrPark Place Garage. This is an 18 minute, 0.7 mile walk to the house.

Bed

Bath

Sleeps

$202.85

/ Nightly

Apartment

Tranquility Awaits

Annapolis, Maryland, United States

Entire Guest House. One bedroom, one bathroom with loft. Three beds, queen, full and twin. Full kitchen, laundry, dedicated work space with docking station, 2 smart TVs. On site free parking. Close to major highways, BWI Airport, Downtown Annapolis, Washington DC, Baltimore, Westfield Mall, Navy Stadium, Renaissance Festival, Eisenhower Golf Course. brbrThe spacebrThere is 750 square foot of living space including the loft. You have your own private entrance, washer and dryer, water heater, and HVAC unit operated by a Nest thermostat. The only thing shared is the water, electricity and the backyard.brbrOur tap water is totally the best! You must try it before you bring bottled water.brbrThe kitchen is equipped with everything you would need to stay at home and cook dinner or even bake cookies.brbrOur sprawling backyard is great for frisbee or football.brWe have a fire pit and propane grill you can use.brbrIn the summer, I'm happy to share fresh vegetables and greens for your salad.

Bed

Bath

Sleeps

$892.67

/ Nightly

Private Vacation Home

Excellent Location, Super Clean, Super Spacious, Near Bay & Downtown Annapolis

Annapolis, Maryland, United States

Home is clean, spacious, and well-maintained, designed for comfort and convenience. Located in a safe residential neighborhood near shopping, restaurants, and the Chesapeake Bay. Short drive to downtown Annapolis and USNA, with easy access to Kent Island, Baltimore, and Washington, D.C. Our space is the perfect gathering spot for weddings, reunions, vacations, holidays, and sporting events. Home Features:brbrSix private bedrooms and a common area with additional beds. The home includes 4.5 bathrooms, a large open-concept kitchen with eat-in dining, a separate indoor dining room, a deck and patio with outdoor seating and dining areas, a screened porch, and a game room. The layout offers ample space for everyone to gather comfortably.brbrSleeping Arrangements:br • Master Suite: King bedbr • Bedrooms 2-6: Queen bedsbr • Common Area: 2 full beds, 1 twin bed, and a futon couch that converts to a full bedbrbrYour stay includes linens, blankets, pillows, and bed coverings to make everyone feel at home.brbrAmenities:br • Game Room: Converted garage with a billiards table, smart TV, beach gear, cards, board games, and pickleball/tennis equipmentbr • Family Room: Vaulted ceiling with skylights, two oversized sectionals, a gas stone fireplace, and a 55” smart TVbr • Kitchen: Fully stocked with dishes, utensils, pots, pans, drip coffee maker, Keurig, basic spices, and more. Opens to the family room, back deck, and screened porchbrbrOutdoor Spaces:br • Screened Porch: Oversized, with comfortable furniture and surrounded by nature—perfect for relaxingbr • Deck: Features a Weber gas grill, large wicker couch, patio table, chairs, and umbrella. Stairs lead down to a paver patio with additional tables and chairsbr • Backyard: Peaceful and private, shaded by mature trees and frequented by birds, including occasional bald eagle sightingsbrbrTech and Utilities:br • Fast, reliable Wi-Fi ideal for streaming and remote workbr • Smart TVs in bedrooms and family room with DIRECTV, MASN, and movie channelsbr • Dedicated workspace for remote workbr • Parking for up to four average-sized vehiclesbr • Washers and dryers on both upper and lower levelsbrbrNeighborhood:br • Pedestrian-friendly sidewalksbr • Paved walking and biking paths to local grocery stores, restaurants, shopping centers, and parksbr • Easy access to Sandy Point State Park, with scenic views of the Chesapeake Bay and Bay Bridge, beaches, swimming areas, grills, picnic pavilions, boat ramps, fishing spots, volleyball and basketball courts, and walking trailsbrbrEco-Friendly Features:br • LED lighting throughoutbr • Solar panels to offset electricity usebr • Recycling containers for paper, plastic, glass, and aluminumbrbrAs your hosts, we aim to provide a welcoming space that makes your stay enjoyable and memorable.

Bed

Bath

Sleeps

$568.01

/ Nightly

Private Vacation Home

Historic Renovated Home in the Heart of Downtown

Annapolis, Maryland, United States

Welcome to our listing on East Street. Located in the heart of downtown our front porch sits in the shade of the iconic Maryland State house dome. Sit and relax on one of our two porches and watch the buzz of town. Two blocks to USNA, City Dock, AYC and every main attraction in town. Our guests use one of the city pay garages to park. Go Navy!brbrIt's an updated historic home furnished by a local designer. Front porch and private backyard with screened in porch is rare in town.brbrNo Parking on site. Guests must park in a city garage.brbrQuiet hours strictly enforced after 10 pm in Historic District.brNo pets, smoking, any kind of parties or additional guests. brExtra fees required for additional cleaning or late check out.brNO GLITTER OR CONFETTI !

Bed

Bath

Sleeps

$684.0

/ Nightly

Private Vacation Home

Sailor's Retreat! Perfect home for the getaway weekend. Best location!

Annapolis, Maryland, United States

Beautifully renovated home in the heart of West Annapolis. The main level has been updated to an open floor plan to accommodate modern living. This 3-story home is kept comfortable by dual-zone HVAC and smart thermostats. The yard is fully fenced in, front and back. Less than a mile and a half from downtown, 5 min walk to the USNA stadium, 2-blocks from Weems Creek water access, cafes, restaurants, and shopping.

3

Bed

2

Bath

6

Sleeps

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