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Compare 1058 Vacation Homes in Chalk Hill with updated reviews, rates, and availability.

New Modern House in Sonoma Valley's Best Area

10.0 out of 10, Exceptional, (250)
"We thoroughly enjoyed our stay in Kenwood! The property is spotless, modern, and with beautiful views. Close by downtown Sonoma and wineries. Thank you to the host! We loved our experience and plan to return. Highly recommend! "
New Modern House in Sonoma Valley's Best Area

Walk to Russian River - Casa Del Rio - Unit A

9.4 out of 10, Exceptional, (28)
"Great location to stay to get the most out of your wine trip. "
The price is AED 459
AED 1,421 total
includes taxes & fees
8 May - 9 May
Walk to Russian River - Casa Del Rio - Unit A

COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!

9.6 out of 10, Exceptional, (169)
"Excellent location to be near bodega bay restaurants and The headlands -very nice and approachable host, very dog friendly place. "
COZY...Dog-Friendly...BUNGALOW—Perfect for Couples!!!

Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

8.4 out of 10, Very Good, (23)
"This place was so ideal. Beautiful outdoor area, plenty of room for socializing as well as privacy. So great!"
Vineyard cottage with a hot tub, fireplace, washer/dryer & vineyard views

Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

10.0 out of 10, Exceptional, (123)
"Very clean; has everything you could need for a great Russian River getaway. "
Upscale Riverfront Magnificent Views & Hot Tub In Sonoma County Wine Country

Glen Ellen Retreat #2 King Beds

10.0 out of 10, Exceptional, (134)
"Very clean and perfect for 2 couples!!"
The price is AED 735
AED 1,672 total
includes taxes & fees
6 May - 7 May
Glen Ellen Retreat #2 King Beds

Stunning Views of CA Coast : Beautifully Remodeled Home

9.8 out of 10, Exceptional, (334)
"We will stay again!"
Stunning Views of CA Coast : Beautifully Remodeled Home

Wine Country Harvest Vacation Home

9.8 out of 10, Exceptional, (73)
"Very private large house and yard perfect!"
Wine Country Harvest Vacation Home

Bodega Bay on the Edge of Pacific Ocean

9.6 out of 10, Exceptional, (134)
"We had a wonderful stay. The house is super comfy and cozy and was perfect for our visit with small children. We especially enjoyed the access to the beach out of the backyard. Can't wait to come back!"
Bodega Bay on the Edge of Pacific Ocean

Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

10.0 out of 10, Exceptional, (222)
"Our group of 12 had an amazing time here! The property is beautiful and fully equipped with everything you’d need! We’d love to come back during summer to you the pool for sure! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Hummingbird Hideout! Golf Course View, Dog Friendly, Hot Tub, Walk to the Beach!

2.0 star property
10.0 out of 10, Exceptional, (14)
"My family thoroughly enjoyed our Christmas holiday at Hummingbird Hideout. The home is quiet, close to just about everything and well-stocked. We hope to be back in the near future!"
Hummingbird Hideout! Golf Course View, Dog Friendly, Hot Tub, Walk to the Beach!

Luxury, Full Views, 6 Bedrooms/5 Full Baths, 3,800+ s.f., Pool Table, Hot Tub

10.0 out of 10, Exceptional, (272)
"My husband’s large family spent the weekend with us at this home. Our ages ranged from 2-70 and we all were comfortably accommodated. The views are great from nearly every room and there’s tons to do in and out of the house. "
Luxury, Full Views, 6 Bedrooms/5 Full Baths, 3,800+ s.f., Pool Table, Hot Tub

Bird Watch @ Land's End with Amazing Views of the Harbor and Pacific Ocean

10.0 out of 10, Exceptional, (124)
"Very beautiful place everything about it was special "
Bird Watch @ Land's End with Amazing Views of the Harbor and Pacific Ocean

4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

9.2 out of 10, Wonderful, (170)
"Great house with lots of amenities. Also had a pool table and a video game console. Good location with an excellent view of the sunset when not foggy. Our family had a great time and we would stay there again in the future."
4.5 Bedrooms, 3 Baths, 2 Kitchens, 180 degree views and a 'Man Cave'

Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

9.4 out of 10, Exceptional, (325)
"Great views, lots to see and close to vineyards "
The price is AED 933
AED 2,037 total
includes taxes & fees
5 May - 6 May
Romantic King Bed Studio ~ STUNNING VIEWS Bodega Bay - Perched over the water!

Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.

10.0 out of 10, Exceptional, (75)
"This home is filled with high-end amenities and ocean or golf course views from every window. The property manager was easy to reach and we plan to stay here when we visit the area again. "
Ocean view easy access to Doran Beach, Golf course and Bluewater Bistro.

~Riverfront 3 Bed 2 Bath+ hot tub, private dock & watercraft. 3/4 mile to town~

10.0 out of 10, Exceptional, (74)
"We thoroughly enjoyed our second stay at this property. The River is gorgeous, the house is clean, all amenities readily available, close to hiking, beach, wine tasting. Quiet and serene area, neighborhood is great. Property management team was fantastic and helpful. Easy check in and out. One of my favorite VRBOs. "
~Riverfront 3 Bed 2 Bath+ hot tub, private dock & watercraft. 3/4 mile to town~

Beautiful Single Level Home

10.0 out of 10, Exceptional, (195)
"We had a wonderful New Year with extended family in this comfortable come. Very clean with plenty of living spaces for all to be comfortable. Lots of games, with shuffleboard and ping pong, in the garage, just adding to our fun. Always nice when a home is as it listed and this one is. "
Beautiful Single Level Home

Glen Ellen Retreat #1 Hot Tub and King Beds

10.0 out of 10, Exceptional, (57)
"The property was exactly as described. The location is great and right on the main drag in Glen Ellen. Loved our weekend here. This is our second trip with this property management and we will be back again! "
The price is AED 757
AED 1,697 total
includes taxes & fees
6 May - 7 May
Glen Ellen Retreat #1 Hot Tub and King Beds

Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi

10.0 out of 10, Exceptional, (14)
"What a fabulous property! We are pretty well traveled group and as “THE best VRBO we have EVER been at!! The attention to details throughout the house is truly incredible. Just a beautiful home and property to stay at"
Healdsburg Modern home, 3BR/3.5BA pool, hot tub, outdoor kitchen, WiFi
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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Other property types in Chalk Hill

Chalk Hill Cottage Close to Wineries

9.8 out of 10, Exceptional, (34)
"The cottage was spacious and in a great location."
Chalk Hill Cottage Close to Wineries

Oceanfront - Hot Tub - Newly Remodeled Cottage

9.8 out of 10, Exceptional, (375)
"Awesome "
Oceanfront - Hot Tub - Newly Remodeled Cottage

Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard

9.8 out of 10, Exceptional, (430)
"It’s such a treat to stay at Aftermath. My family was bowled over at the spectacular views and cozy cottage. "
Your Oceanfront Experience - Hot Tub - Lovely Fenced Courtyard
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.