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Vacation Homes in Middletown

Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread

10.0 out of 10, Exceptional, (125)
"We love our visits to Napa and this property is one of the best. Excellent location and the host has provided everything you could want. It’s a great setup for couples or families and walking distance to incredible restaurants. "
Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread

Wine Country Backyard Escape

10.0 out of 10, Exceptional, (27)
"We loved our time at his home and it was a fantastic home base for our trips around Sonoma and Napa! We also had infants and it was setup wonderfully for there needs, with plenty of activities for both adults and kids at the house"
Wine Country Backyard Escape

Asti Estate Enchanting Wine Country Farm

10.0 out of 10, Exceptional, (3)
"To say this is a fabulous colonial-style farmhouse would be an understatement. The entire property is wonderful, and the main house is magnificent as you drive in. The kitchen literally took my breath away, as did the master suite. All of the rooms are great, and so many spaces to hang out in. The hosts were so gracious, we luckily were there in tomato and basil season, and they left some for us to cook with. Highly recommended!"
Asti Estate Enchanting Wine Country Farm

Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

9.6 out of 10, Exceptional, (58)
"So relaxing and peaceful place my family loved it unfortunately was for a short time but next time definitely will stay longer no doubt about booking it again "
The price is AED 646
AED 1,598 total
includes taxes & fees
29 Sep - 30 Sep
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

Beautiful Lake Front Home on 5 acres...multi family vacations

9.4 out of 10, Exceptional, (31)
"We had a great time at the property. The house and layout are great, and plenty of beds for everyone to sleep comfortably. Would recommend to all!"
Beautiful Lake Front Home on 5 acres...multi family vacations

Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards

10.0 out of 10, Exceptional, (24)
"Incredible property. Incomparable views. The home has incredible attention to details. Wonderful host."
Escape to Paradise: A Stunning Tuscany-Style Home with Views of Vineyards

Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

9.8 out of 10, Exceptional, (91)
"Overall, our stay was great. The house was very good, a bit loud at night due to trucks driving down the main road, but the location was perfect!!! We walked downtown for coffee and for dinner, and it is very close to many wineries. Communication with the owner was excellent! I would stay here again. "
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

Exquisite modern getaway with private hot tub & pool + large deck w/valley-view

9.4 out of 10, Exceptional, (55)
"Home, view, location"
Exquisite modern getaway with private hot tub & pool + large deck w/valley-view

Casa Bella Estate in Wine Country w/ New Pool!

9.6 out of 10, Exceptional, (132)
"Cozy Location for a Corporate retreat!"
Casa Bella Estate in Wine Country w/ New Pool!

Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

10.0 out of 10, Exceptional, (243)
"Loved the house and location! "
The price is AED 6,795
AED 8,780 total
includes taxes & fees
29 Sep - 30 Sep
Beautiful Wine Country Vacation Home - St. Helena Short Term Permit PL-24-021

Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!

10.0 out of 10, Exceptional, (82)
"A beautiful huge property with nice accommodations "
Luxury Vineyard Guest House with Amazing Views, Pool, Pickle Ball & Tennis!

Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

10.0 out of 10, Exceptional, (99)
"Loved this VRBO, beautiful place, perfect for our family get together. We will be back"
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub

Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

10.0 out of 10, Exceptional, (152)
"A short getaway with a few friends (girls' weekend) and this was the perfect place! The home was pristine with a California vibe. Such a lovely home and everything was new. Couldn't have been more pleased with our stay!"
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views

Charming Country Home Nestled In Kenwood Village the heart of the wine country.

10.0 out of 10, Exceptional, (203)
"Clean, convenient location, beautiful, and the owner was helpful and kind as we were road tripping and arrived a bit early. "
Charming Country Home Nestled In Kenwood Village the heart of the wine country.

Cobb Mountain Chalet King Size Suite

9.4 out of 10, Exceptional, (23)
"Perfect place to stay, nice and cozy!"
The price is AED 182
AED 522 total
includes taxes & fees
29 Sep - 30 Sep
Cobb Mountain Chalet King Size Suite

Calistoga Vineyard Getaway | A Wine Country Escape

8.8 out of 10, Excellent, (51)
"Our stay here was fun and convenient! It was cozy and comfortable. "
Calistoga Vineyard Getaway | A Wine Country Escape

Modern, recently built home with stunning pool & beautiful views; 15 min to town

10.0 out of 10, Exceptional, (60)
"Beautiful home in the Sonoma hills. House was well equipped with everything we expected. Location appears to be a bit far from Healdsburg, but as advertised it is 15 minutes away. Our grandchildren enjoyed the pool and many games and toys provided The secluded setting in the hills was quite and the view amazing. Thanks to Billy & Melissa for a wonderful stay."
Modern, recently built home with stunning pool & beautiful views; 15 min to town

Five Star Private home in Sonoma Wine Country/with weekly and monthly discounts!

10.0 out of 10, Exceptional, (82)
"Our stay at this Kenwood property was amazing! The cleanliness was and items on the property for our convenience was exactly what we needed. We have a family that lives across the country and this was the perfect quiet get away for all of us to come together, enjoy and relax. The fact that we were able to also bring our dogs to such a luxury property was appreciated. We will definitely recommend to anyone who needs a place to stay in Sonoma. "
Five Star Private home in Sonoma Wine Country/with weekly and monthly discounts!

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

10.0 out of 10, Exceptional, (237)
"Truly one of the best rentals I’ve ever stayed in. The host is super responsive and easy to work with, the house is great and the views/outdoor space are absolutely incredible. Would love to return in the future! "
Private Wine Country Estate with Panoramic Views, Tennis Court - TOT Cert 450N

Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg

10.0 out of 10, Exceptional, (63)
"Gorgeous property and excellent communications with owner and property manager. Well stocked kitchen and so many wonderful things to enjoy!"
Awesome Hilltop Views, Pool, Vineyards, Olive Trees, 5 mins to Healdsburg
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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Top Middletown Hotel Reviews