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Compare 662 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 SAR 521
SAR 1,399 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 SAR 1,497
SAR 2,682 total
includes taxes & fees
10 Jun - 11 Jun
Happy House Getaway – Pool, Hot Tub & Chef’s Kitchen in Wine Country

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 SAR 634
SAR 1,588 total
includes taxes & fees
29 May - 30 May
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, (120)
"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

Casa Bella Estate in Wine Country w/ New Pool!

9.8 out of 10, Exceptional, (120)
"Cozy Location for a Corporate retreat!"
Casa Bella Estate in Wine Country w/ New Pool!

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!

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!

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

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

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

10.0 out of 10, Exceptional, (161)
"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

Luxe, Pool, Spa, Fire Pit, Game Room, Piano | Sonoma Pool Retreat by AvantStay

9.8 out of 10, Exceptional, (85)
"Everything was perfect!"
Luxe, Pool, Spa, Fire Pit, Game Room, Piano | Sonoma Pool Retreat by AvantStay

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

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

Charming house in Healdsburg with Pool and Hot Tub

Charming house in Healdsburg with Pool and Hot Tub

Wine Country Get Away

9.8 out of 10, Exceptional, (29)
"Great location especially for proximity to our family. So enjoyed being able to have our family over for dinner. our"
The price is SAR 634
SAR 1,423 total
includes taxes & fees
1 Jun - 2 Jun
Wine Country Get Away
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 Middletown

Backyard Garden Oasis

3.0 star property
9.6 out of 10, Exceptional, (45)
"perfect place"
The price is SAR 728
SAR 811 total
includes taxes & fees
29 May - 30 May
Backyard Garden Oasis

Clear Lake Cottages & Marina

2.5 star property
9.0 out of 10, Wonderful, (310)
"Great stay!"
The price is SAR 555
SAR 618 total
includes taxes & fees
29 May - 30 May
Clear Lake Cottages & Marina

The Ranch at Lake Sonoma

1.0 star property
The price is SAR 223
SAR 254 total
includes taxes & fees
29 May - 30 May
The Ranch at Lake Sonoma
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.