Holiday Homes in Ramona

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Find holiday rentals that suit your style

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Cabins
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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

Our top choices for Ramona holiday homes

A covered patio with a view of mountains, a fenced yard, and a small shed.

1. Welcoming 1-bedroom hilltop guest house with views in charming Ramona

Welcoming 1-bedroom hilltop guest house with views in charming Ramona
Ramona
10.0 out of 10, Exceptional, (2 reviews)
"Very nice place to stay in Ramona!!"
United States
Tracey L.
The price is AU$396
includes taxes & fees
7 Dec - 8 Dec
Welcoming 1-bedroom hilltop guest house with views in charming Ramona
A pool with two lounge chairs and an umbrella, surrounded by rocks and plants, with a mountainous backdrop.

2. Grand 9BR Estate w/ Resort Pool & Outdoor Oasis

Grand 9BR Estate w/ Resort Pool & Outdoor Oasis
Ramona
The price is AU$1,334
includes taxes & fees
16 Nov - 17 Nov
Grand 9BR Estate w/ Resort Pool & Outdoor Oasis
A pool with a waterfall feature, surrounded by lounge chairs and a patio area.

3. The Outside Inn at The Tipsy Goat Ranch

The Outside Inn at The Tipsy Goat Ranch
Lakeside
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful stay! Beautiful property and awesome staff! We would love to come back!"
United States
Angela
The price is AU$413
includes taxes & fees
25 Nov - 26 Nov
The Outside Inn at The Tipsy Goat Ranch
A house with a covered porch, two chairs, a wooden door, and a small garden with a tree and flowers.

4. Private 2 bedroom apt in new craftsman ranch!

Private 2 bedroom apt in new craftsman ranch!
Escondido
10.0 out of 10, Exceptional, (31 reviews)
"Wonderful place to stay with young kids. We will be back!"
United States
Tyler J.
The price is AU$474
includes taxes & fees
14 Nov - 15 Nov
Private 2 bedroom apt in new craftsman ranch!
A two-story building with a balcony overlooking a landscaped garden and distant hills.

5. Breathtaking retreat in the wine country on the ranch with goats you can pet!

Breathtaking retreat in the wine country on the ranch with goats you can pet!
Escondido
10.0 out of 10, Exceptional, (21 reviews)
"The property was very clean and comfortable. The view was outstandinig."
United States
Earl
The price is AU$480
includes taxes & fees
8 Dec - 9 Dec
Breathtaking retreat in the wine country on the ranch with goats you can pet!
An outdoor patio with a pool, lounge chairs, and a dining area with a table and chairs.

6. Tranquil Private North San Diego Cottage/Guest 1 House

Tranquil Private North San Diego Cottage/Guest 1 House
Poway
8.8 out of 10, Excellent, (36 reviews)
"Everything was wonderful. Beautiful property and hosts were great people."
United States
John K.
The price is AU$598
includes taxes & fees
20 Nov - 21 Nov
Tranquil Private North San Diego Cottage/Guest 1 House
A hotel with a large building, a pond with rocks and plants, and a bridge.

7. Private Casita located near San Diego attractions with free onsite laundry

Private Casita located near San Diego attractions with free onsite laundry
Lakeside
9.8 out of 10, Exceptional, (7 reviews)
"This place is so perfect. Stayed for my sons Wedding in Alpine. It has everything you need. The beds are grrat !"
United States
Robin S.
The price is AU$450
includes taxes & fees
22 Nov - 23 Nov
Private Casita located near San Diego attractions with free onsite laundry
A backyard with a hot tub and a pool, surrounded by outdoor seating and string lights.

8. Adorable 4 Bedroom Guest House wPool + Jacuzzi

Adorable 4 Bedroom Guest House wPool + Jacuzzi
Poway
10.0 out of 10, Exceptional, (18 reviews)
"It’s is a lovely place. Very good quality and great service."
United States
ANTHONY
The price is AU$1,004
includes taxes & fees
21 Nov - 22 Nov
Adorable 4 Bedroom Guest House wPool + Jacuzzi
A patio with wicker furniture and a fire pit, overlooking a scenic landscape with palm trees and distant mountains.

9. The View Pointe

The View Pointe
Poway
10.0 out of 10, Exceptional, (22 reviews)
"Great spot for adults, teens, and kids. Highly recommend if you want to relax and hang out. "
United States
Tommy K.
The price is AU$1,564
includes taxes & fees
29 Nov - 30 Nov
The View Pointe
A wooden deck with a metal railing, surrounded by trees with green and yellow leaves.

10. 2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)

2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)
Julian
9.8 out of 10, Exceptional, (76 reviews)
"Adorable retro cabin! Our family of 4 & dig enjoyed our stay and exploring the Julian area. Great weekend getaway 😊"
United States
Laurel
The price is AU$298
includes taxes & fees
1 Dec - 2 Dec
2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)
A covered patio area with a brick floor, a covered seating area, and a small blue house in the background.

11. Cozy Tiny House Retreat - 4 Minutes from Village

Cozy Tiny House Retreat - 4 Minutes from Village
Julian
9.0 out of 10, Wonderful, (33 reviews)
"Clean and great location. "
United States
Katie S.
The price is AU$196
includes taxes & fees
10 Dec - 11 Dec
Cozy Tiny House Retreat - 4 Minutes from Village
A modern kitchen with white cabinets, stainless steel appliances, and pendant lighting.

12. Pet friendly charming house in quite neighborhood in Escondido California

Pet friendly charming house in quite neighborhood in Escondido California
Felicita
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay! Clean and lots of space Host was super quick to respond and friendly "
United States
Inna Maria S.
The price is AU$756
includes taxes & fees
18 Nov - 19 Nov
Pet friendly charming house in quite neighborhood in Escondido California
A brown door with a 'WELCOME' sign above it, a keypad lock, and a wall-mounted light fixture to the left.

13. Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
Lakeside
9.6 out of 10, Exceptional, (7 reviews)
"From the check in process to the stay it was a great experience . The house was clean and well stocked with everything needed to enjoy our stay"
United States
Timothy C.
The price is AU$843
includes taxes & fees
15 Nov - 16 Nov
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside
A wooden staircase leading to a door with a metal gate, a bench, and a small trash bin.

14. La Casita Guest House, private fenced yard & with heat and AC, pet friendly

La Casita Guest House, private fenced yard & with heat and AC, pet friendly
Mount Helix
9.8 out of 10, Exceptional, (17 reviews)
"This property is a must stay.Perferct location and accessibility to freeways to get to wherever you need to go.Loved It!!!! Overall 10 out of 10!!!!!"
United States
Marc J.
The price is AU$390
includes taxes & fees
16 Nov - 17 Nov
La Casita Guest House, private fenced yard & with heat and AC, pet friendly
A covered outdoor patio with a wooden pergola, a table with chairs, and a decorative fountain.

15. Ashley Cottage A French Chateau

Ashley Cottage A French Chateau
Alpine
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful, clean fun place to stay very cozy stunning views of mountains. The sunsets were just incredible."
United States
Theresa G.
The price is AU$683
includes taxes & fees
14 Dec - 15 Dec
Ashley Cottage A French Chateau
A house with a grey exterior, a wooden door with a window, and a number display above the door.

16. Spacious Escondido Retreat

Spacious Escondido Retreat
Central Escondido
8.4 out of 10, Very good, (8 reviews)
"Good place and the owner very helpful"
United States
Juan G.
The price is AU$632
includes taxes & fees
18 Nov - 19 Nov
Spacious Escondido Retreat
A compact kitchen with a stove, microwave, refrigerator, and white cabinetry.

17. Modern Hideaway in North Park - 3941

Modern Hideaway in North Park - 3941
North Park
10.0 out of 10, Exceptional, (3 reviews)
"Such a great experience here! The host was very communicative and attentive. Spot was clean and perfect for our weekend getaway. There are plenty of bars and cool shops within walking distance. We will definitely be booking the same spot on our next trip!"
United States
Madison S.
The price is AU$330
includes taxes & fees
16 Nov - 17 Nov
Modern Hideaway in North Park - 3941
A deck with a view of a lake and hills, furnished with a table and chairs.

18. Luxury Studio with Lake Views and Spacious Balcony

Luxury Studio with Lake Views and Spacious Balcony
Spring Valley
8.0 out of 10, Very good, (8 reviews)
"Great place"
United States
Brian
The price is AU$254
includes taxes & fees
20 Nov - 21 Nov
Luxury Studio with Lake Views and Spacious Balcony
Exterior

19. Luxury Stay in San Diego. 5BR/3BA with Mountain views and hot tub

Luxury Stay in San Diego. 5BR/3BA with Mountain views and hot tub
Felicita
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful, well-appointed property. Perfect for a a family or friends’ gathering. Close to the Safari Park. Highly recommend."
United States
Barbara B.
The price is AU$1,423
includes taxes & fees
18 Nov - 19 Nov
Luxury Stay in San Diego. 5BR/3BA with Mountain views and hot tub
A yellow building with blue trim, a door, and a small window.

20. Stargazer Cottage - Beautiful,Peaceful,Modern

Stargazer Cottage - Beautiful,Peaceful,Modern
Julian
6.0 out of 10, (2 reviews)
"We liked the location set in the outdoors, and being able to take nature hikes !"
United States
Rob
The price is AU$273
includes taxes & fees
15 Nov - 16 Nov
Stargazer Cottage - Beautiful,Peaceful,Modern
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Learn more about Ramona

Nestled among rolling hills and vineyards, this rural gem offers horseback riding trails and wine tasting at family-owned estates. Visit the weekly farmers market for local honey and olive oil, then hike through oak-studded valleys when wildflowers carpet the landscape.

See all hotels in Ramona
A sunset over a mountainous landscape with scattered clouds.

Top reviews in Ramona

A courtyard with a pathway, large rocks, and a building with a brown roof and white walls.
San Diego Country Estates

San Diego Country Estates

San Diego Country Estates
San Diego Country Estates

8/10 Good

Lovely location outside of town adjacent to the mountains, plenty of room for the family and nice amenities. Fantastic pool with a view!
Australia
Shasta
Reviewed October 9, 2024
San Diego Country Estates