Holiday Homes in Ramona

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Our top choices for Ramona holiday homes

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

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

Grand 9BR Estate w/ Resort Pool & Outdoor Oasis
Ramona
The price is €837
includes taxes & fees
16 Nov - 17 Nov
Grand 9BR Estate w/ Resort Pool & Outdoor Oasis

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 €246
includes taxes & fees
6 Nov - 7 Nov
The Outside Inn at The Tipsy Goat Ranch

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)
"Beautiful location, especially the view from the back of the property. The sound of the coyotes at night was amazing! The only issue would be if you don't like driving up and down the side of a mountain."
United States
Lynne
The price is €279
includes taxes & fees
8 Nov - 9 Nov
Private 2 bedroom apt in new craftsman ranch!

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 €288
includes taxes & fees
9 Nov - 10 Nov
Breathtaking retreat in the wine country on the ranch with goats you can pet!

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 €374
includes taxes & fees
6 Nov - 7 Nov
Tranquil Private North San Diego Cottage/Guest 1 House

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 €309
includes taxes & fees
8 Nov - 9 Nov
Private Casita located near San Diego attractions with free onsite laundry

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 €635
includes taxes & fees
6 Dec - 7 Dec
Adorable 4 Bedroom Guest House wPool + Jacuzzi

9. Big Oasis Retreat, 2 Bedroom Private Home

Big Oasis Retreat, 2 Bedroom Private Home
Country Club
9.0 out of 10, Wonderful, (2 reviews)
"Owner was very responsive. Location was convenient. "
United States
Christine F.
Big Oasis Retreat, 2 Bedroom Private Home

10. 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 €969
includes taxes & fees
29 Nov - 30 Nov
The View Pointe

11. 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 €183
includes taxes & fees
30 Nov - 1 Dec
2 B/R Most Popular! "Time Traveler Retreat" (Pets Welcome)

12. Cozy Tiny House Retreat - 4 Minutes from Village

Cozy Tiny House Retreat - 4 Minutes from Village
Julian
9.0 out of 10, Wonderful, (32 reviews)
"Clean and great location. "
United States
Katie S.
Cozy Tiny House Retreat - 4 Minutes from Village

13. 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 €471
includes taxes & fees
9 Nov - 10 Nov
Pet friendly charming house in quite neighborhood in Escondido California

14. 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 €388
includes taxes & fees
8 Nov - 9 Nov
Spacious Escondido Retreat

15. 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 €618
includes taxes & fees
6 Dec - 7 Dec
Spacious 4-bedroom house with AC, fitness equipment in wonderful Lakeside

16. Villa Paradiso

Villa Paradiso
El Cajon
9.6 out of 10, Exceptional, (25 reviews)
"Beautiful home, spacious, clean and everything we needed was right there. Swimming pool, hot tub,slide and BBQ area were off the hook. We had a great time and will definitely look into getting this place again next time we comeback down here."
United States
Todd U.
The price is €786
includes taxes & fees
11 Nov - 12 Nov
Villa Paradiso

17. 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.
Ashley Cottage A French Chateau

18. 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 €902
includes taxes & fees
9 Nov - 10 Nov
Luxury Stay in San Diego. 5BR/3BA with Mountain views and hot tub

19. 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 €212
includes taxes & fees
16 Nov - 17 Nov
Modern Hideaway in North Park - 3941

20. 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, (16 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.
La Casita Guest House, private fenced yard & with heat and AC, pet friendly
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.

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.

A sunset over a mountainous landscape with scattered clouds.