Home Vacation Rentals By Owner In Ramona, CA

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Exceptional(3)

$200.0

/ Nightly
Private Vacation Home

Cozy Spanish Casita w/ Mountain View in Ramona

Ramona, California, United States

Please read entire listing. Perfect getaway for wine lovers and hikers in this serene spanish ranch style casita with beautiful orchard & mountain views! Enjoy visiting Ramona's local wineries, hiking Mt. Woodson or Iron Mountain, swimming in the pool, stargazing, golfing, a day trip to Julian, or San Diego Wild Animal Park. The Casita has one private bedroom with a king bed and a cozy upstairs loft with a full bed located in a second room. Casita sits on top of a hill with the main house.brbrThe spacebrThe Casita includes Wifi, Netflix, board games, a Keurig and access to the pool and lounge chairs/towels. Please note that the pool is NOT HEATED and TOO COLD (below 63 degrees) for most guests from November through April.brbrIdeally the Casita is setup for 1-4 guests but if guests making the reservation are okay with having some people in their party sleep on either the comfy sectional or foldable mattress, upon request, and you don't mind that there are only 4 dining chairs in the kitchen, we are happy to accommodate up to 6 people with an additional nightly fee. The base rate is for up to 4 guests.brbrGuest and Early Check-in Fees:brThere is an additional $25 charge per night for any extra guests over 4, with up to 6 guests maximum in the Casita. If you wish to have more than 6 guests accommodated, booking the entire Villa may better suit your needs.brbrbrWe offer early check-in when possible for a fee. Please contact us the night before your arrival with your request and we’ll do our best to accommodate.brGuest accessbrGuest will have access to use the pool and courtyard privately during their stay.brbrDuring your stay the host or other guests may be occupying the main house. However guests staying in the main house are not permitted to use the pool area to give our guests privacy.brbrThe landscapers come by twice a month on Tuesday around noon for about 30-60 minutes to maintain the property.brbrOur pool guy comes Wednesday or Thursday afternoon weekly for about 15-20 minutes to clean the filter and add any needed chemicals.brbrOther things to notebrOur property is located in Ramona, Ca which is roughly a 35-45 minute scenic drive to San Diego depending on traffic and the specific destination in San Diego.brbrThe guest house has two beds. One king in the downstairs bedroom and a full bed in a tiny room located upstairs in the loft area next to the living room.brbrThe master Bedroom has a large 55 TV with an Apple TV that has Netflix and Hulu. The bedroom with a King size bed, full bathroom and kitchen are all located on the 1st floor. A spiral staircase leads to the upstairs living room loft area that has an additional TV with Netflix, a diverse DVD Collection, board games, and a large very comfortable down filled sectional and ottoman. There is a second tiny room with a bed (full size) off of the living room area upstairs that can sleep 2 additional guests. Brew a fresh cup of coffee or tea in the Keurig and enjoy the morning view on the patio.brbrPeople looking to take a break from the hustle and bustle of city life need to look no further.brbrWith a variety of opportunities to capture the calm of a single moment, the tranquil town is surrounded by fields and farms, and provides an abundance of fresh air.brbrBy day, the sky is a powder blue, sprinkled with occasional clouds and soaring birds, and framed by mountains in the distance.brbrAt night, the sky shines bright with the clarity of the stars and the quiet hum of the whispering wind. As an unincorporated area of the county, Ramona is a scenic 45-minute drive to downtown San Diego.brbrPets: We ask that any pets be added to the reservation when booking. An additional fee will be added to the total reservation amount.
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Sleep 6

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$248.75

/ Nightly
Condo

Diamond - Riviera Oaks Resort & Racquet Club - 1BD

Ramona, California, United States

Soak up the SoCal lifestyle at Riviera Oaks Resort & Racquet Club. Check out your spacious Suite first, then explore the resort where you`ll find plenty of ways to unwind. On-site amenities include bike rentals, hiking trails, a sauna and spa and optional tennis lessons. Follow the trails into Cuyamaca Rancho State Park or hop in a rental car and head to the San Diego Zoo Safari Park. Return home to find comfort and convenience at Riviera Oaks Resort & Racquet Club.brbrNestled in the tranquil San Vicente Valley, the Riviera Oaks Resort & Racquet Club offers spacious one and two bedroom villas that come equipped with all the comforts of home. Spend a cozy evening by the fireplace, soak in the California sunshine poolside or relax at the on-site spa. Indulge your inner adventurer while hiking, playing tennis or at one of the many nearby golf courses. brbrIT`S TIME TO TRAVEL brDISCOVER THE WORLD brbrDATES YOU SELECTED NOT AVAILABLE brbrSEND US A REQUESTbrOUR INVENTORY CHANGES QUICKLY!brbr*There will be a Parking fee to be paid directly to the resort.brbrbrThis unit is not necessarily the one in the picture; it will be assigned at the time of check-in.brbrGuest Accommodation Informationbr1 Bedroom br1-Bedroom Suites feature a king-size bed, a sleeper sofa, a fireplace and a lounge area. They also have full kitchens equipped with a dining table, dishwasher, microwave, refrigerator and kitchenware.brbrAccommodation DetailsbrMaximum Occupancy: 4brGeneral Room AmenitiesbrKing BedbrAccommodation EntertainmentbrTV(s)brFull KitchenbrCoffee MakerbrRefrigeratorbrBathroom AmenitiesbrFull BathroombrServices & AmenitiesbrbrNearby ActivitiesbrCasinobrMuseumsbrNightlifebrRestaurantsbrShoppingbrWineriesbrZoobrOn-Site ActivitiesbrBarbecue Area(s)brBasketballbrBike TrailsbrBilliardsbrCycling/Bike RentalbrFitness CenterbrFitness Center (must be 14 years of age)brGamesbrGames ConsolesbrHikingbrMassage ServicesbrMovie/DVD RentalbrSaunabrShuffleboardbrSpabrTable Tennis/Ping PongbrTennisbrVolleyballbrOn-Site ServicesbrActivities Dept.brBike RentalbrHousekeeping Schedule/ServicebrInternetbrLaundry FacilitiesbrMaintenance Dept.brSpabrSwimmingbrHeated Outdoor Swimming PoolbrJacuzzi/Hot TubbrMultiple Swimming PoolsbrOutdoor Hot Tub(s)brbrDiningbrNo restaurant located on-site.brbrArrival InformationbrCheck In/outbrCheck in time: 16:00brCheck out time: 10:00brYou Need To KnowbrPrior to checking in:brbr- Resort front desk is open daily 7am to 11pm.br- Smoking Policy: All guest suites are non-smoking. Smoking products of any kind, including, but not limited to, any electronic smoking devices, are not permitted. br- Please note that every attempt will be made to accommodate requests for suite location and early arrivals; however, these requests are based on availability and occupancy. Unfortunately, the resort is unable to guarantee room location.br- Minimum age requirement for check-in 21 years of age.br- Pets are not permitted. This is strictly enforced, with the exception of working Service Animals as defined by the ADA. Certified Support and Therapy Animals are not allowed.br- One vehicle per accommodation may be parked on property. Additional vehicles must park off-site.br- We encourage you to reserve any Day Spa appointments prior to arrival by calling 760.788.3738. To view a full menu of spa services, visit RivieraWellnessSpa.com.brbrWhen checking in:brHotel Guests and Exchange Reservations:brbr- At time of check-in, a valid government-issued photo identification is required that must match the guest name under which the reservation was made. br- Please contact the resort prior to arrival if you anticipate your arrival time would be later than midnight (resort local time). Arrivals after midnight may be subject to cancellation.brbrOwner Weeks and Member Points Booking:brbr- At time of check-in, a valid government-issued photo identification is required that must match the guest name under which the reservation was made.brbrLatest NewsbrAlert! Late Arrival/No-Show PolicybrbrAll late arrivals must contact the resort front desk if anticipated arrival time will be later than midnight to avoid cancellation. Arrivals after midnight (resort local time) on the designated check-in date will be considered a no-show and subject to cancellation without advance notice.brbrAlert! Important InformationbrbrEffective July 1, 2026, HGV will no longer manage this resort. There will be no service disruptions for guests visiting the property prior to the management change. If you have questions, please email ContactUs@hgv.com.
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Sleep 4

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$145.0

/ Nightly
Private Vacation Home

Furnished 2BR Townhouse w/ Pool, Hot Tub & Fireplace – 30-Day Stay

Ramona, California, United States

Welcome to your perfect retreat in the scenic San Diego Country Estates! This beautifully furnished 2-bedroom, 2-bath townhouse offers a blend of comfort, style, and modern convenience—ideal for relocating professionals, traveling nurses, retirees, or seasonal visitors.brbrKey Features:brSpacious & Stylish Layout – Soaring ceilings in the living room, a cozy fireplace, and an open floor plan make this space perfect for relaxing or entertaining.brbrIndoor-Outdoor Living – Enjoy two private outdoor spaces:brbrA large first-floor patio with sliding doors from the dining and living areas, perfect for al fresco dining.brA private balcony off the upstairs owner’s suite for peaceful morning coffee or evening relaxation.brUpdated Kitchen – Featuring stainless steel appliances, granite countertops, and ample storage, making meal prep a breeze.brbrComfortable Bedroom Suites –brbrThe upstairs owner’s suite includes a private balcony and plenty of space to unwind.brThe first-floor bedroom and bath offer added convenience for guests or flexible living arrangements.brConvenience & Amenities –brbrFull-size washer & dryer in-unitbrCarport parkingbrNo carpet – tile and wood-look flooring throughoutbrUtilities included with a capbrResort-Style Community PerksbrPool & hot tub for relaxationbrLocated near San Vicente Golf CommunitybrScenic surroundings with nearby hiking trails and outdoor activitiesbrPrime Location in RamonabrEnjoy the peaceful beauty of the countryside while staying just a short drive from San Diego's top attractions.brbrPerfect for 30+ day stays! Whether you're a traveling professional, remote worker, or seasonal visitor, this fully furnished townhouse is designed for comfort and convenience.brbrInquire today for availability and rates!
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Bath 2

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Sleep 4

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$189.03

/ Nightly
Apartment

A Place You'll Surely Enjoy! Tennis Court, Pool, Cycling, Near Barona Speedway

Ramona, California, United States

Perfect getaway for travelers, tropical-inspired for family and friendsbrbrThis listing is for a room within a hotel.brbr✦ Your room is 1188 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, standard quality TV, available with Standard cable, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services availability and frequency vary by staybrbrThere 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.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $15.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Sleep 6

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Exceptional(1)

$132.84

/ Nightly
Hotel

Everything You Need For The Perfect Vacation! Pool, Near Guy B Woodward Museum!

Ramona, California, United States

Perfect getaway for travelers, tropical-inspired for family and friendsbrbrThis listing is for a room within a hotel.brbr✦ Your room is 834 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, standard quality TV, available with Standard cable, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services availability and frequency vary by staybrbrThere 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.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $15.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Exceptional(5)

$1544.11

/ Nightly
Agritourism

7BR Nature Estate • Heated Pool • Game Room • Wineries • Weddings • Retreats

Ramona, California, United States

Experience Red Barn Ranch — a private 4-acre estate in San Diego’s wine country designed for unforgettable group gatherings where memorable moments unfold naturally.brbrWith 7 bedrooms sleeping up to 20 guests, a 2,200 sq ft barn game hall, seasonal heated pool, spa, and walkable wineries, the property is ideal for wedding weekends, family reunions, and multi-generational getaways.brbrSpend warm afternoons by the seasonal heated pool, unwind in the spa beneath open skies, or gather for friendly tournaments inside the 2,200 sq ft Red Barn Game Hall. Evenings invite slow dinners beneath string lights, sunset walks to nearby wineries, and quiet conversations around the fire pit.brbrThis 5,500 sq ft ranch estate is thoughtfully designed for wedding weekends, family reunions, and multi-generational gatherings where everyone can stay together while still enjoying space to spread out. With seven bedrooms and five bathrooms, the property comfortably accommodates up to 18 guests (or 20 with little ones) while offering generous space for both connection and privacy.brbrRed Barn Ranch has become a sought-after home base for family-centered wedding weekends in Ramona wine country, offering a setting where loved ones can stay together and celebrate with room to gather and space to unwind. brbrThis is not just a house. It’s a private ranch experience.brbrSet among vineyards, gardens, and open countryside, the estate feels peacefully removed from the city — yet remains just 40 minutes from San Diego.brbrThe Ranch EstatebrbrRed Barn Ranch is a gated, park-like property composed of three distinct spaces designed to create both comfort and flexibility for groups.brbrMain House – 6 Bedrooms | 4 BathroomsbrbrThe main residence is a spacious single-level home with modern rustic design, welcoming gathering spaces, and a fully equipped kitchen suited for shared meals or private chef experiences. Large living areas and smart TVs throughout provide comfortable places to relax between adventures.brbr*The main house is single-level with no entry stairs, making the property comfortable for guests of all ages.brbrIndustrial Mini Mansion – Detached 7th BedroombrbrThis private guest retreat offers a queen bedroom, kitchenette, full bath, and a 60 smart TV lounge — perfect for couples, grandparents, or guests seeking a little extra privacy.brbrThe Red Barn Game Hall – 2,200 sq ftbrbrA signature feature of the property, the barn blends rustic character with entertainment. Guests enjoy arcade games, pool table, air hockey, shuffleboard, side-by-side basketball, giant Connect 4, and a sound system ideal for movie nights or relaxed gatherings.brbrIt’s often where the most memorable moments of the weekend happen.brbrOutdoor Ranch LivingbrbrThe outdoor spaces are designed to bring people together while still offering room to explore.brbrThe Oasis Pool and spa overlook vineyards and open sky, while ancient oaks shade gathering areas throughout the property.brbrGuests can enjoy:brbr• Seasonal heated pool & spabr• Outdoor Corral dining spacebr• Fire pit beneath the starsbr• Disc golf & lawn gamesbr• Vineyard and greenhouse gardensbr• Chicken coop with peacocks, ducks & chickensbr• On-site farm standbr• Seasonal pond (Feb–May)brbrChildren delight in visiting the animals while adults savor the quiet pace of wine country living.brbr Sleeping ArrangementsbrbrThe estate comfortably sleeps 18 guests (up to 20 with shared beds and little ones).brbrMain House (6 Bedrooms):brbrRoom 1 – King Suite with ensuite bathroom, soaking tub & walk-in showerbrRoom 2 – Full BedbrRoom 3 – Queen BedbrRoom 4 – Queen Bed + Smart TVbrRoom 5 – Queen Bed + Queen Sleeper Sofa + Smart TVbrRoom 6 – Two Full Beds + Twin Fold-Down Couch + Smart TVbrbrIndustrial Mini Mansion (Detached Suite):brbrQueen Bed • Kitchenette • Full Bathroom • 60 Smart TV LoungebrbrOn-Site Farm StandbrbrGuests are welcome to visit @minibarnmarket, located on the property, offering farm-fresh eggs, pasture-raised meats, seasonal produce, sourdough, baked goods, and curated ranch goods.brbrExplore Ramona Wine CountrybrbrRed Barn Ranch sits in the heart of Ramona’s wine country, with several wineries within walking distance.brbrNearby tasting rooms include:brbrPrincipe di TriscasebrHacienda de las RosasbrCactus Star VineyardbrbrWith 30+ wineries within 10 miles, wine touring is effortless.brbrOutdoor enthusiasts can also enjoy hiking Potato Chip Rock, golfing at Mt. Woodson or San Vicente, or taking a scenic drive to Julian for apple pie and mountain views.brbrSeasonal Heated PoolbrbrFrom March through May, the pool can be heated to approximately 80–82°F for comfortable swimming (weather dependent).brbr• Pool heating available for $100/day (2-day minimum)br• Please confirm heating at least 5 days prior to arrivalbr• Pool requires approximately 24 hours to reach temperaturebrbrA thermal pool cover helps retain warmth and improve efficiency.brbrSpabrbrTwo consecutive hours of spa heating are included daily.brbrAdditional spa heating is available for $25 per hour.brbrMost guests enjoy the spa after dinner, a day of wine tasting, or late-night game tournaments in the barn.brbrOptional Enhancements (Additional fees and Advanced Reservation Required)brbrEnhance your stay with curated experiences:brbr• Private chef diningbr• In-home massagebr• Group yoga sessionsbr• Event and micro-wedding packagesbr• Rehearsal dinners brbrRed Barn Ranch is a sought-after home base for family-friendly wedding weekends in Ramona wine country. Host your rehearsal dinner on site, enjoy slow mornings with loved ones, and keep celebrations intimate and intentional.brbrOn-site events and rehearsal dinners are available for approved wedding groups and include a separate event agreement and fee. Please inquire for details and availability.brbr*Early check-in or late check-out must be requested at least 24 hours ahead of time and is subject to additional fees and availability.brbrNearby wedding venues that we love:brMt. Woodson Castle – 2.7 milesbrCordiano Winery – 6.5 milesbrHidden Oaks Ranch – 10.4 milesbrMilagro – 15 miles
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Bath 4

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Sleep 20

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$739.77

/ Nightly
Hotel

Relax and Recharge! Four Comfortable Units, Hiking, Golf, Near Santaya Isabel

Ramona, California, United States

Coastal charm and outdoor fun await at this Dana Point propertybrbrThis listing is for 4 separate rooms within a hotel. The price shown in the listing covers all 4 rooms.brbr✦ Each room is 1188 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, standard quality TV, available with Standard cable, ensuring cleanliness and comfort throughout your stay.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services availability and frequency vary by staybrbrThere 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.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $1200 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $15.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Bath 4

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Sleep 24

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Exceptional(1)

$132.84

/ Nightly
Hotel

Your Relaxing Getaway Awaits! Pool, Free Parking!

Ramona, California, United States

Perfect getaway for travelers, tropical-inspired for family and friendsbrbrThis listing is for a room within a hotel.brbr✦ Your room is 834 sq. ft, equipped with complimentary toiletries, kitchen with basic amenities, standard quality TV, available with Standard cable, ensuring cleanliness and comfort throughout your stay.brbr✦ Cleaning services availability and frequency vary by staybrbrThere 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.brbr✦ Public or shared fitness center open 24/7, available in the property.brbr✦ Outdoor shared pool is available.brAdditional features:br • Heated poolbrbr✦ Free parking lot – 1 space(s).brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $300 refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $15.00 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.
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Bath 1

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Sleep 2

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