4-Bedroom Eastport Haven + Walk to Downtown & USNA + Rare Multi-Car Parking!

Annapolis, Maryland
$640 avg/night
Minimum Stay 3 Nights
Bed 4

Bed

Bath 3

Bath

Home Private Vacation Home

Property Type

Sleep 10

Max Sleeps

Night 3 nights

Min Stay

Welcome to your ultimate Annapolis getaway! Tucked into a quiet, private cul-de-sac in desirable Eastport, our home offers the perfect blend of upscale historic charm, modern convenience, and prime proximity for guests attending US Naval Academy events, Commissioning Week, the Annapolis Boat Shows, or local weddings.

HIGHLIGHTS

Rare Driveway Parking for 4 Cars:
Parking in Eastport and downtown Annapolis is notoriously tough to find. Leave your cars in the driveway for free and explore the town on foot!

Unbeatable Walkability:
A brief walk brings you to Eastport’s top restaurants and shops, and you’re less than a 15-minute stroll across the iconic Spa Creek Bridge right into the heart of downtown Annapolis and the USNA gates.

Chef’s Dream Kitchen:
Fully stocked with cooking tools, spices, and high-end finishes. Plus, two full-sized refrigerators mean plenty of room for large families and small group grocery runs.

Double Laundry Setup:
Features two laundry rooms, making multi-day stays, mid-trip refreshes, or freshening up towels and sheets completely effortless.

Outdoor Oasis & Family Essentials:
Enjoy a fully fenced backyard with a spacious deck, built-in bench seating, patio furniture, and a gas grill for outdoor meals. Traveling with little ones We have a Pack & Play, stroller, and highchair so you can pack lighter!

THE SPACE

Whether you are hosting family for a Navy football weekend, gathering with fellow boat enthusiasts, or vacationing near the water, our home is decorated with care to offer a relaxing, upscale retreat.

After a day on the water or touring the Academy, unwind on the private back deck, grill out with your group, or take a quick evening walk to watch the sunset over Spa Creek.

GUEST ACCESS & LOCATION

You’ll have full access to the home, private backyard, and parking driveway.
US Naval Academy Gate 1: ~1 mile (15–20 min walk)
Main Street / Downtown Annapolis: ~0.8 miles (12–15 min walk)
Eastport Dining & Waterfront: 5-minute walk

Read More Expand
  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    1 Total (up To 50 Lbs Per Pet) Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 2800 Sq Ft (260 Sq M)
  • KITCHEN

    Cookware/dishes/utensils Dishwasher Lobster/crab Pot Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Recommended Limited Onsite Parking (max 4 Spaces) Onsite Parking Onsite Parking Includes Off-street Options
  • INTERNET

    Free WiFi
  • OUTDOORS

    Charcoal Grill Fenced Yard Garden Outdoor Furniture Patio
  • BATHROOMS

    3.5 Bathrooms Bathtub Or Shower Hair Dryer Jetted Bathtub Shampoo Soap Toilet Paper Towels Provided
  • WORKSPACES

    Desk Desk Chair Printer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Fitness Facilities Nearby Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Jet Skiing Nearby Kayaking Nearby Marina Nearby Sailing Nearby Water Skiing Nearby Windsurfing Nearby
  • ENTERTAINMENT

    Books DVD Player Games Music Library Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Fireplace Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Dinnerware Highchair Playground Stroller
  • LOCATION HIGHLIGHTS

    In A Village Near A Health Or Beauty Spa Near A Hospital Near The Bay
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Outside Only And Use Ashtrays. Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 10

Map Map

School District Availability

Review Review

  • Lana M.

    Submitted May 27, 2026

    Stayed May 13, 2026

    House was Great! Best vacation rental I've stayed at. The house was very clean and comfortable and above expectations for being stocked with useful items.House is walking this to restaurants and DTA, great location!! Host easy to communicate with. Our family had a wonderful stay here.Would highly recommend it , especially for USNA commissioning week!

  • Kate R.

    Submitted May 7, 2026

    Stayed May 4, 2026

    Eastport home is spacious, clean and comfortable. Plenty of room for socializing indoors and outdoors. Quiet neighborhood. Good parking. Well-equipped kitchen. Easy walk to several restaurants and downtown Annapolis. Owner is very responsive. Highly recommend!

  • Sue D.

    Submitted May 3, 2026

    Stayed Apr 30, 2026

    Great home on a quiet cul de sac! Very clean, comfortable beds and pillows. Off street parking and Mason is a responsive host. Walking distance to good restaurants and nice shops. We will definitely stay here again.

  • Lauren C.

    Submitted Jan 2, 2026

    Stayed Dec 26, 2025

    Yes, we had a wonderful stay. Only wish the fireplace was working. Other than that, it was perfect for our family gathering.

  • Paul M.

    Submitted Nov 27, 2025

    Stayed Nov 21, 2025

    The host was terrific, the home was very nice and in a great neighborhood! Thank you!

  • Patti C.

    Submitted Nov 21, 2025

    Stayed Nov 13, 2025

    This was a house so nice we didn’t want to leave. Every time we thought we needed something—-it was there.My husband commented for the first time ever—the bed is very comfortable!Nicely decorated, great location. Highly recommended.

  • James D.

    Submitted Nov 10, 2025

    Stayed Nov 6, 2025

    Excellent location. House well kept, absolutely zero complaints.

  • Jonathan W.

    Submitted Nov 5, 2025

    Stayed Oct 30, 2025

    The host was nice and responsive. The house was very nice and clean. Heat and cooling worked well. And the location is just fantastic for walking everywhere. It was a great place to come as a family and go to one of our relatives wedding. The parking was very much a huge plus! Thats kind of why we were drawn to the place in the first place! We were driving from all over! Would def stay again! Thanks!

  • Richard C.

    Submitted Oct 26, 2025

    Stayed Oct 23, 2025

    Wonderful location! We loved the neighborhood and the house was lovely.

  • Lisa M.

    Submitted Oct 7, 2025

    Stayed Oct 2, 2025

    Great back yard! Excellent location, as far as walking to different sights, shops and restaurants.

  • MARY F.

    Submitted Sep 19, 2025

    Stayed Sep 15, 2025

    Everything was very well stocked and clean. Parking for 4 was plenty big for all vehicles.

  • glenn b.

    Submitted Aug 13, 2025

    Stayed Jul 25, 2025

    The property functioned exactly as represented.

  • Robyn A.

    Submitted Jun 30, 2025

    Stayed Jun 26, 2025

    It was awesome and close to everything!

  • Submitted Jun 2, 2025

    Stayed May 29, 2025

    The house was in the most ideal location to historic Annapolis! Perfectly fit our family’s needs! Was stocked with all the essentials( liquid soap, paper towels, garbage bags, dish, pods, laundry detergent, cleaning supplies). Great communication! Walked everywhere

  • Elaine T.

    Submitted May 12, 2025

    Stayed May 8, 2025

    House is one of the best stocked homes we have ever rented. Lots of bath towels, cutlery, cups, glassware, plates, kitchen gadgets, tissues etc. Easy walk into historic Annapolis & restaurants in Eastport.

  • Andrew G.

    Submitted May 7, 2025

    Stayed Apr 30, 2025

    Great house for our group to walk around Eastport and downtown Annapolis. The kitchen was clean and well equipped. Lots of beds, clean and a nice back yard with deck and seating area.

  • a j.

    Submitted Apr 22, 2025

    Stayed Apr 16, 2025

    Such a beautiful location. Well appointedhome-away-from-home. Perfect location for walking into village centre. Great boating, restaurants and food nearby. ( Visit the Blackwall Hitch!) Helpful host.Thank you - really enjoyed our stay.

  • Karen S.

    Submitted Dec 29, 2024

    Stayed Dec 21, 2024

    We were thrilled to have stayed over Christmas in this beautiful house with our family, including two young grandkids. The location was great, plenty of parking, quiet neighborhood, charming decorated home, very clean, wonderful fireplace, and nicely stocked with towels, kitchen utensils, etc. Communications with the owner, Pat, was stellar too. We look forward to returning someday soon! Thank you!

  • D M.

    Submitted Dec 15, 2024

    Stayed Dec 12, 2024

    Great location, a lot of space, parking, short walk to USNA, Annapolis restaurants Annapolis was packed, minimal parking. Nice having place to relax, no need to look for parking Great host

  • LISA M.

    Submitted Dec 1, 2024

    Stayed Nov 27, 2024

    The home was beautiful and roomy with plenty of space for our family. The ease of walking in to town was nice and there was plenty of parking. The kitchen was well stocked with many appliances and kitchen needs. Highly recommend!

  • Maria G.

    Submitted Nov 20, 2024

    Stayed Nov 14, 2024

    This house was the perfect place and location for my friends and I to do a long weekend in Annapolis! The location is perfect, walkable throughout Eastport and just 10 minutes from downtown Annapolis. We couldn’t recommend Patricia’s house enough!!

  • Suzanne S.

    Submitted Oct 2, 2024

    Stayed Sep 26, 2024

    I am speaking as a guest and as a former host, I love this house. I did not feel like a rental. It felt like a home. It had interesting decor, nice places to gather, and plenty of places for privacy, too. I like the 3.5 baths. No one had to wait for a shower. We were here for a sailing regatta, and it felt like this home was our sixth crew. It was so nice to have a place to relax, walking distance from the sailing center. The only issue was that we didn't have wifi there, but it was only a minor inconvenience. We loved it.

  • Wendy W.

    Submitted Sep 23, 2024

    Stayed Sep 9, 2024

    This house was a great spot for our stay. The location was excellent and the house was comfortable and well appointed. The only issue was that the Wi-Fi information we were provided was incorrect and we were unable to reach the owner for guidance.

Your dates are Available!

Total

Includes taxes and fees
$640+
View details