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Compare 648 Vacation Homes in Middletown with updated reviews, rates, and availability.

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

9.6 out of 10, Exceptional, (54)
"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 511
AED 1,370 total
includes taxes & fees
2 Jun - 3 Jun
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6

Wine Country Farmhouse with pool & spa in heart of Sonoma Wine Country

10.0 out of 10, Exceptional, (83)
"This is a lovely property with a great location! Great communication with property manager. Would definitely stay again!"
Wine Country Farmhouse with pool & spa in heart of Sonoma Wine Country

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

9.8 out of 10, Exceptional, (88)
"The home was located in a beautiful area. Lots of great shops and restaurants within walking distance."
Downtown St. Helena retreat with pool, bocce ball and privacy. Permit #PL23-019

Happy House Getaway – Pool, Hot Tub & Chef’s Kitchen in Wine Country

10.0 out of 10, Exceptional, (5)
The price is AED 1,241
AED 2,384 total
includes taxes & fees
5 Jun - 6 Jun
Happy House Getaway – Pool, Hot Tub & Chef’s Kitchen in Wine Country

Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

10.0 out of 10, Exceptional, (20)
"The host was very communicative before and during our stay. The property was very clean and exactly as shown in the pictures. Thanks for a great stay!"
Calistoga Mid-Century-Modern w/Pool 4BD/4BA -- Sleeps 8

Luxury Wine Country! Cigar Lounge, Pool, Hot Tub, pool table, foosball

8.0 out of 10, Very Good, (1)
"We had 3 couples plus one single person - and this was a great place to accommodate all of us. Our stay was very comfortable. Lots of amenities such as the pool table, foosball table, pool, and hot tub. Cigar lounge was a great surprise! We were wine tasting most of the weekend so didn't get to use much but it was a great place to unwind all together at the end of the day. Host is incredibly responsive - within minutes and was quick to answer all questions. "
Luxury Wine Country! Cigar Lounge, Pool, Hot Tub, pool table, foosball

Casa Blanca waterfront house with private pier & kayaks, sleeps 8

9.2 out of 10, Wonderful, (20)
"We enjoyed moonlight on the water, wildlife such as ducks, peaceful neighborhood."
The price is AED 731
AED 1,693 total
includes taxes & fees
10 Jun - 11 Jun
Casa Blanca waterfront house with private pier & kayaks, sleeps 8

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

10.0 out of 10, Exceptional, (30)
"Absolutely wonderful stay. The house was beautiful and clean, with multiple spacious common areas for family time. The Limerick Lane team was also incredibly communicative and accommodating throughout. 100% recommend."
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

10.0 out of 10, Exceptional, (121)
"Just finished a fantastic stay in St. Helena at this beautiful property, surrounded by vineyards on both sides. The house was clean, comfortable, and classy. All the amenities we needed were there and we would definitely stay there again. Thanks!"
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006

Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger

10.0 out of 10, Exceptional, (5)
"Stunning property, great communication with Sarah and her property manager Nicole "
Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger

Mem Day Special! 20% off motor water sports rentals & 100 off non motor rentals!

8.2 out of 10, Very Good, (12)
"We had a great time. The house was at the waters edge and had everything we needed. Our boat was right out front and the house held our whole family. "
Mem Day Special! 20% off motor water sports rentals & 100 off non motor rentals!

Smiling Otter Retreat! Large Lakefront Luxury House.Pool.Spa.Game Room.Pets

10.0 out of 10, Exceptional, (6)
"The property was just as promised - everything worked. So clean and well appointed. We had a great time."
Smiling Otter Retreat! Large Lakefront Luxury House.Pool.Spa.Game Room.Pets

Outrageous VIEWS - 5 miles from Calistoga. Privacy + Wine country at its best!

9.8 out of 10, Exceptional, (6)
"From the views to the warm welcoming feeling of each room. Extremely comfortable beds, kitchen with all the things! Seriously serene and so relaxing!!!"
Outrageous VIEWS - 5 miles from Calistoga. Privacy + Wine country at its best!

Vinehaven - 3BD Healdsburg Retreat with Spa

10.0 out of 10, Exceptional, (1)
"We had a lovely stay at Vinehaven as we explored Sonoma County. Thanks so much!"
Vinehaven - 3BD Healdsburg Retreat with Spa

Rincon Valley Wine Country Vacation Home

9.8 out of 10, Exceptional, (43)
"Property could not have been any better! Everything we needed for having a lovely stay was provided. It was like home away from home. "
Rincon Valley Wine Country Vacation Home

Charming house in Healdsburg with Pool and Hot Tub

Charming house in Healdsburg with Pool and Hot Tub

Wine Country Home of Healdsburg Wine Maker

9.4 out of 10, Exceptional, (20)
"What a wonderful place to call home while on vacation!!!! Cynthia and staff are amazing and added so much to our stay. Make sure you experience the Barn tasting…it was the highlight of our trip. Property is exactly as described and the location is perfect. "
Wine Country Home of Healdsburg Wine Maker

Gorgeous Views, Pool and Hot Tub, 12 mins to HB Plaza

10.0 out of 10, Exceptional, (163)
"Fantastic and relaxing stay. Beautiful views, comfortable home, peaceful surroundings. Always an excellent place to recharge. "
Gorgeous Views, Pool and Hot Tub, 12 mins to HB Plaza

Secluded Wine Country Luxury | Vineyard Views, Saltwater Pool, Sauna, Game Room

Secluded Wine Country Luxury | Vineyard Views, Saltwater Pool, Sauna, Game Room

Sunny Santa Rosa Stay, Hill Views, Yard & Games!

9.8 out of 10, Exceptional, (31)
"Hope to stay here again. Problem with coffee maker was resolved. Kitchen does have an ant problem."
Sunny Santa Rosa Stay, Hill Views, Yard & Games!
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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