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Holiday Rentals in Ramona

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5 km
79 rentals in Ramona.
FLASH SALE! Spacious Villa Near Wine Country w/  Resort Pool, Onsite Spa & WiFi, holiday rental in Ramona
FLASH SALE! Spacious Villa Near Wine Country w/  Resort Pool, Onsite Spa & WiFi, holiday rental in Ramona
FLASH SALE! Spacious Villa Near Wine Country w/  Resort Pool, Onsite Spa & WiFi, holiday rental in Ramona

FLASH SALE! Spacious Villa Near Wine Country w/ Resort Pool, Onsite Spa & WiFi

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Sparkling Hot Tub!-Amazing Mt and Lake Views-Serenity-Abundant Wildlife, holiday rental in Ramona
Sparkling Hot Tub!-Amazing Mt and Lake Views-Serenity-Abundant Wildlife, holiday rental in Ramona
Sparkling Hot Tub!-Amazing Mt and Lake Views-Serenity-Abundant Wildlife, holiday rental in Ramona

Sparkling Hot Tub!-Amazing Mt and Lake Views-Serenity-Abundant Wildlife

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2BR Villa Mountainside Resort w/Pool, Sports, Stables & WiFi! Near Wine Country, holiday rental in Ramona
2BR Villa Mountainside Resort w/Pool, Sports, Stables & WiFi! Near Wine Country, holiday rental in Ramona
2BR Villa Mountainside Resort w/Pool, Sports, Stables & WiFi! Near Wine Country, holiday rental in Ramona

2BR Villa Mountainside Resort w/Pool, Sports, Stables & WiFi! Near Wine Country

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Welcome to Surfing Cowboy Ranch, holiday rental in Ramona
Welcome to Surfing Cowboy Ranch, holiday rental in Ramona
Welcome to Surfing Cowboy Ranch, holiday rental in Ramona

Welcome to Surfing Cowboy Ranch

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Mountain Retreat-Pool/Hottub/Gameroom&More!, holiday rental in Ramona
Luxury Mountain Retreat-Pool/Hottub/Gameroom&More!, holiday rental in Ramona
Luxury Mountain Retreat-Pool/Hottub/Gameroom&More!, holiday rental in Ramona

Luxury Mountain Retreat-Pool/Hottub/Gameroom&More!

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Ramona Wine Country Bungalow Near Mt. Woodson Golf Course & Potato Chip Rock, holiday rental in Ramona
Ramona Wine Country Bungalow Near Mt. Woodson Golf Course & Potato Chip Rock, holiday rental in Ramona
Ramona Wine Country Bungalow Near Mt. Woodson Golf Course & Potato Chip Rock, holiday rental in Ramona

Ramona Wine Country Bungalow Near Mt. Woodson Golf Course & Potato Chip Rock

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Mountaintop Ramona Home: Private Pool, Near Lake!, holiday rental in Ramona
Mountaintop Ramona Home: Private Pool, Near Lake!, holiday rental in Ramona
Mountaintop Ramona Home: Private Pool, Near Lake!, holiday rental in Ramona

Mountaintop Ramona Home: Private Pool, Near Lake!

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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FLASH SALE! Spacious 2BR Near Wine Country w/ Resort Pool, Onsite Spa & WiFi, holiday rental in Ramona
FLASH SALE! Spacious 2BR Near Wine Country w/ Resort Pool, Onsite Spa & WiFi, holiday rental in Ramona
FLASH SALE! Spacious 2BR Near Wine Country w/ Resort Pool, Onsite Spa & WiFi, holiday rental in Ramona

FLASH SALE! Spacious 2BR Near Wine Country w/ Resort Pool, Onsite Spa & WiFi

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harley Davidson Ranch Glampling, holiday rental in Ramona
Harley Davidson Ranch Glampling, holiday rental in Ramona
Harley Davidson Ranch Glampling, holiday rental in Ramona

Harley Davidson Ranch Glampling

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Wine Country Villa with Pool and Panoramic Views, holiday rental in Ramona
Wine Country Villa with Pool and Panoramic Views, holiday rental in Ramona
Wine Country Villa with Pool and Panoramic Views, holiday rental in Ramona

Wine Country Villa with Pool and Panoramic Views

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Spacious 3BR Retreat on 8 Acres with Pool/360 Views Near Golf & Wine Country, holiday rental in Ramona
Spacious 3BR Retreat on 8 Acres with Pool/360 Views Near Golf & Wine Country, holiday rental in Ramona
Spacious 3BR Retreat on 8 Acres with Pool/360 Views Near Golf & Wine Country, holiday rental in Ramona

Spacious 3BR Retreat on 8 Acres with Pool/360 Views Near Golf & Wine Country

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Vineyard Escape w Fireplace - Syrah, holiday rental in Ramona
Luxury Vineyard Escape w Fireplace - Syrah, holiday rental in Ramona
Luxury Vineyard Escape w Fireplace - Syrah, holiday rental in Ramona

Luxury Vineyard Escape w Fireplace - Syrah

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Vineyard Escape w Fireplace - Malbec, holiday rental in Ramona
Luxury Vineyard Escape w Fireplace - Malbec, holiday rental in Ramona
Luxury Vineyard Escape w Fireplace - Malbec, holiday rental in Ramona

Luxury Vineyard Escape w Fireplace - Malbec

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private Estate Villa - 9200 SQFT, holiday rental in Ramona
Private Estate Villa - 9200 SQFT, holiday rental in Ramona
Private Estate Villa - 9200 SQFT, holiday rental in Ramona

Private Estate Villa - 9200 SQFT

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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Ramona Wine Country Cabin Near San Diego. Walk to wineries. Pool., holiday rental in Ramona
Ramona Wine Country Cabin Near San Diego. Walk to wineries. Pool., holiday rental in Ramona
Ramona Wine Country Cabin Near San Diego. Walk to wineries. Pool., holiday rental in Ramona

Ramona Wine Country Cabin Near San Diego. Walk to wineries. Pool.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Romantic & cozy cottage w/fireplace; close to hiking trails & 30min to San Diego, holiday rental in Ramona
Romantic & cozy cottage w/fireplace; close to hiking trails & 30min to San Diego, holiday rental in Ramona
Romantic & cozy cottage w/fireplace; close to hiking trails & 30min to San Diego, holiday rental in Ramona

Romantic & cozy cottage w/fireplace; close to hiking trails & 30min to San Diego

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sangria La wine country with pool and amazing views!, holiday rental in Ramona
Sangria La wine country with pool and amazing views!, holiday rental in Ramona
Sangria La wine country with pool and amazing views!, holiday rental in Ramona

Sangria La wine country with pool and amazing views!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Ramona Wine Country Cabin Near San Diego - on private 9 acres - No Cleaning Fee, holiday rental in Ramona
Ramona Wine Country Cabin Near San Diego - on private 9 acres - No Cleaning Fee, holiday rental in Ramona
Ramona Wine Country Cabin Near San Diego - on private 9 acres - No Cleaning Fee, holiday rental in Ramona

Ramona Wine Country Cabin Near San Diego - on private 9 acres - No Cleaning Fee

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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1BR Villa at Mountainside Resort w/Pool, Sports, Stables & WiFi- Wine Country, holiday rental in Ramona
1BR Villa at Mountainside Resort w/Pool, Sports, Stables & WiFi- Wine Country, holiday rental in Ramona
1BR Villa at Mountainside Resort w/Pool, Sports, Stables & WiFi- Wine Country, holiday rental in Ramona

1BR Villa at Mountainside Resort w/Pool, Sports, Stables & WiFi- Wine Country

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Adventure Awaits! Pool, Mountain Biking, Fishing, Short Drive to Lenora Winery, holiday rental in Ramona
Adventure Awaits! Pool, Mountain Biking, Fishing, Short Drive to Lenora Winery, holiday rental in Ramona
Adventure Awaits! Pool, Mountain Biking, Fishing, Short Drive to Lenora Winery, holiday rental in Ramona

Adventure Awaits! Pool, Mountain Biking, Fishing, Short Drive to Lenora Winery

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway, holiday rental in Ramona
Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway, holiday rental in Ramona
Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway, holiday rental in Ramona

Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Near Milagro Farm Vineyards and Winery! Kitchen, Basketball, holiday rental in Ramona
Near Milagro Farm Vineyards and Winery! Kitchen, Basketball, holiday rental in Ramona
Near Milagro Farm Vineyards and Winery! Kitchen, Basketball, holiday rental in Ramona

Near Milagro Farm Vineyards and Winery! Kitchen, Basketball

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Adventure Awaits! Pool, Fishing, Parking, Hiking, Near Barona Speedway, holiday rental in Ramona
Adventure Awaits! Pool, Fishing, Parking, Hiking, Near Barona Speedway, holiday rental in Ramona
Adventure Awaits! Pool, Fishing, Parking, Hiking, Near Barona Speedway, holiday rental in Ramona

Adventure Awaits! Pool, Fishing, Parking, Hiking, Near Barona Speedway

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Luxury Living in the Heart of Ramona! Full Kitchen, Free Parking!, holiday rental in Ramona
Luxury Living in the Heart of Ramona! Full Kitchen, Free Parking!, holiday rental in Ramona
Luxury Living in the Heart of Ramona! Full Kitchen, Free Parking!, holiday rental in Ramona

Luxury Living in the Heart of Ramona! Full Kitchen, Free Parking!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Perfect Getaway! Game Room, Mountain Biking, Near Guy B Woodward Museum, holiday rental in Ramona
Perfect Getaway! Game Room, Mountain Biking, Near Guy B Woodward Museum, holiday rental in Ramona
Perfect Getaway! Game Room, Mountain Biking, Near Guy B Woodward Museum, holiday rental in Ramona

Perfect Getaway! Game Room, Mountain Biking, Near Guy B Woodward Museum

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Rustic farm stay with breakfast and animals. Nearby wineries/hiking!, holiday rental in Ramona
Rustic farm stay with breakfast and animals. Nearby wineries/hiking!, holiday rental in Ramona
Rustic farm stay with breakfast and animals. Nearby wineries/hiking!, holiday rental in Ramona

Rustic farm stay with breakfast and animals. Nearby wineries/hiking!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Voltage 5th wheel Coach "Condo on wheels", holiday rental in Ramona
Voltage 5th wheel Coach "Condo on wheels", holiday rental in Ramona
Voltage 5th wheel Coach "Condo on wheels", holiday rental in Ramona

Voltage 5th wheel Coach "Condo on wheels"

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Rustic farm stay w/breakfast & animals. Country setting, wineries/hiking nearby, holiday rental in Ramona
Rustic farm stay w/breakfast & animals. Country setting, wineries/hiking nearby, holiday rental in Ramona
Rustic farm stay w/breakfast & animals. Country setting, wineries/hiking nearby, holiday rental in Ramona

Rustic farm stay w/breakfast & animals. Country setting, wineries/hiking nearby

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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George Gardens, holiday rental in Ramona
George Gardens, holiday rental in Ramona
George Gardens, holiday rental in Ramona

George Gardens

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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View from The Lookout: A Restorative Getaway in the San Diego Back/WineCountry, holiday rental in Ramona
View from The Lookout: A Restorative Getaway in the San Diego Back/WineCountry, holiday rental in Ramona
View from The Lookout: A Restorative Getaway in the San Diego Back/WineCountry, holiday rental in Ramona

View from The Lookout: A Restorative Getaway in the San Diego Back/WineCountry

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Diamond Resorts Riviera Oaks Resort & Racquet Club - 2 Bedroom, holiday rental in Ramona
Diamond Resorts Riviera Oaks Resort & Racquet Club - 2 Bedroom, holiday rental in Ramona
Diamond Resorts Riviera Oaks Resort & Racquet Club - 2 Bedroom, holiday rental in Ramona

Diamond Resorts Riviera Oaks Resort & Racquet Club - 2 Bedroom

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
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Near the Barona Casino! Spacious Unit, Pool, Game Room, Hiking, holiday rental in Ramona
Near the Barona Casino! Spacious Unit, Pool, Game Room, Hiking, holiday rental in Ramona
Near the Barona Casino! Spacious Unit, Pool, Game Room, Hiking, holiday rental in Ramona

Near the Barona Casino! Spacious Unit, Pool, Game Room, Hiking

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Perfect Vacation Destination! Tennis Court, Pool, Cycling, Near Barona Speedway, holiday rental in Ramona
Perfect Vacation Destination! Tennis Court, Pool, Cycling, Near Barona Speedway, holiday rental in Ramona
Perfect Vacation Destination! Tennis Court, Pool, Cycling, Near Barona Speedway, holiday rental in Ramona

Perfect Vacation Destination! Tennis Court, Pool, Cycling, Near Barona Speedway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway, holiday rental in Ramona
Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway, holiday rental in Ramona
Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway, holiday rental in Ramona

Family Vacation! Kitchen, Pool, Golf, Hiking, Near Barona Speedway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Group Vacation! Close to Milagro Farm Vineyards and Winery, Fishing, holiday rental in Ramona
Group Vacation! Close to Milagro Farm Vineyards and Winery, Fishing, holiday rental in Ramona
Group Vacation! Close to Milagro Farm Vineyards and Winery, Fishing, holiday rental in Ramona

Group Vacation! Close to Milagro Farm Vineyards and Winery, Fishing

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy mountain home on a ranch near hiking trails, holiday rental in Ramona
Cozy mountain home on a ranch near hiking trails, holiday rental in Ramona
Cozy mountain home on a ranch near hiking trails, holiday rental in Ramona

Cozy mountain home on a ranch near hiking trails

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Friends Getaway! Kitchen, Pool, Golf, Short Drive to Lenora Winery, holiday rental in Ramona
Friends Getaway! Kitchen, Pool, Golf, Short Drive to Lenora Winery, holiday rental in Ramona
Friends Getaway! Kitchen, Pool, Golf, Short Drive to Lenora Winery, holiday rental in Ramona

Friends Getaway! Kitchen, Pool, Golf, Short Drive to Lenora Winery

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Homegrown Micro Farm, holiday rental in Ramona
Homegrown Micro Farm, holiday rental in Ramona
Homegrown Micro Farm, holiday rental in Ramona

Homegrown Micro Farm

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Artsy Custom Home.  Central to San Diego Beaches; Mts; Desert, holiday rental in Ramona
Artsy Custom Home.  Central to San Diego Beaches; Mts; Desert, holiday rental in Ramona
Artsy Custom Home.  Central to San Diego Beaches; Mts; Desert, holiday rental in Ramona

Artsy Custom Home. Central to San Diego Beaches; Mts; Desert

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ramona's Best-Kept Secret! Free Parking, Fully-equipped Kitchen!, holiday rental in Ramona
Ramona's Best-Kept Secret! Free Parking, Fully-equipped Kitchen!, holiday rental in Ramona
Ramona's Best-Kept Secret! Free Parking, Fully-equipped Kitchen!, holiday rental in Ramona

Ramona's Best-Kept Secret! Free Parking, Fully-equipped Kitchen!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Crystal Hill Vineyard with Panoramic Views, holiday rental in Ramona
Crystal Hill Vineyard with Panoramic Views, holiday rental in Ramona
Crystal Hill Vineyard with Panoramic Views, holiday rental in Ramona

Crystal Hill Vineyard with Panoramic Views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Southern California Cottage with Mountain Views, holiday rental in Ramona
Southern California Cottage with Mountain Views, holiday rental in Ramona
Southern California Cottage with Mountain Views, holiday rental in Ramona

Southern California Cottage with Mountain Views

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Enjoy a Real Farm Experience!, holiday rental in Ramona
Enjoy a Real Farm Experience!, holiday rental in Ramona
Enjoy a Real Farm Experience!, holiday rental in Ramona

Enjoy a Real Farm Experience!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Nature Getaway | Hiking | Game Room |Fire pit | Hot tub, holiday rental in Ramona
Nature Getaway | Hiking | Game Room |Fire pit | Hot tub, holiday rental in Ramona
Nature Getaway | Hiking | Game Room |Fire pit | Hot tub, holiday rental in Ramona

Nature Getaway | Hiking | Game Room |Fire pit | Hot tub

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Private country home on 10 acres - Minutes to wine country and area attractions., holiday rental in Ramona
Private country home on 10 acres - Minutes to wine country and area attractions., holiday rental in Ramona
Private country home on 10 acres - Minutes to wine country and area attractions., holiday rental in Ramona

Private country home on 10 acres - Minutes to wine country and area attractions.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Downtown Vacation! Two Spacious Units, Kitchen, Cycling, Near Santaya Isabel, holiday rental in Ramona
Downtown Vacation! Two Spacious Units, Kitchen, Cycling, Near Santaya Isabel, holiday rental in Ramona
Downtown Vacation! Two Spacious Units, Kitchen, Cycling, Near Santaya Isabel, holiday rental in Ramona

Downtown Vacation! Two Spacious Units, Kitchen, Cycling, Near Santaya Isabel

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Outdoor Getaway! Two Classy Units, Kitchenette, Game Room, Free Parking, holiday rental in Ramona
Outdoor Getaway! Two Classy Units, Kitchenette, Game Room, Free Parking, holiday rental in Ramona
Outdoor Getaway! Two Classy Units, Kitchenette, Game Room, Free Parking, holiday rental in Ramona

Outdoor Getaway! Two Classy Units, Kitchenette, Game Room, Free Parking

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Group Getaway! Two Great Units, Near Santaya Isabel, Pool, Hiking, Game Room, holiday rental in Ramona
Group Getaway! Two Great Units, Near Santaya Isabel, Pool, Hiking, Game Room, holiday rental in Ramona
Group Getaway! Two Great Units, Near Santaya Isabel, Pool, Hiking, Game Room, holiday rental in Ramona

Group Getaway! Two Great Units, Near Santaya Isabel, Pool, Hiking, Game Room

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Adventure Awaits! Two Convenient Units, Hiking, Kitchenette, holiday rental in Ramona
Adventure Awaits! Two Convenient Units, Hiking, Kitchenette, holiday rental in Ramona
Adventure Awaits! Two Convenient Units, Hiking, Kitchenette, holiday rental in Ramona

Adventure Awaits! Two Convenient Units, Hiking, Kitchenette

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Perfect Getaway! Two Comfortable Units, Onsite Pool & Game Room, Free Parking, holiday rental in Ramona
Perfect Getaway! Two Comfortable Units, Onsite Pool & Game Room, Free Parking, holiday rental in Ramona
Perfect Getaway! Two Comfortable Units, Onsite Pool & Game Room, Free Parking, holiday rental in Ramona

Perfect Getaway! Two Comfortable Units, Onsite Pool & Game Room, Free Parking

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
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Showing results 1-50 of 79
Frequently Asked Questions about Ramona