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Check prices for these dates

In two weeks
12 Sep - 14 Sep
In two months
24 Oct - 26 Oct
In three months
21 Nov - 23 Nov
In four months
19 Dec - 21 Dec

Vacation Homes in Middletown

Our top choices for Middletown vacation homes

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

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

9.6 out of 10, Exceptional, (55)
"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 659
SAR 1,572 total
includes taxes & fees
2 Sep - 3 Sep
Beautiful Lake Front house with Spectacular view, new deck/private dock sleep 6
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.
Interior

Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.

10.0 out of 10, Exceptional, (8)
"We had a pleasant stay at the property over the Memorial Day weekend. It’s away from the crowds but yet 15 mins from Sonoma Lake for water sports and 30 mins from Healdsburg. Amazing view and great time in the pool. "
Luxury 3-bedroom Estate surrounded by a 20-acre vineyard and 30-mile views.
Cobb Mountain Chalet King Size Suite
Smart TV

Cobb Mountain Chalet King Size Suite

9.8 out of 10, Exceptional, (21)
"Perfect place to stay, nice and cozy!"
The price is SAR 192
SAR 541 total
includes taxes & fees
1 Sep - 2 Sep
Cobb Mountain Chalet King Size Suite
Casa Rosa Summary:<br>Th
Pool

Casa Rosa Summary:<br>Th

10.0 out of 10, Exceptional, (33)
"Casa Rosa was an ideal place for our family to stay...great location ....very comfortable!!! Hope to stay here again !! "
Casa Rosa Summary:<br>Th
Casa Pavone, by Vinifera Homes
Outdoor pool, a heated pool

Casa Pavone, by Vinifera Homes

10.0 out of 10, Exceptional, (7)
"Casa Pavone was beautiful inside and out. It is very spacious for you to spread out with your friends and family. We enjoyed sitting outside listening to the water in the stream next to the property. We had everything we needed and enjoyed the quiet setting. Thanks Harman for being there if we needed."
Casa Pavone, by Vinifera Homes
Xanadu Healdsburg | Luxury Estate in Healdsburg
Terrace/patio

Xanadu Healdsburg | Luxury Estate in Healdsburg

10.0 out of 10, Exceptional, (27)
"We really enjoyed the pool and family room!"
Xanadu Healdsburg | Luxury Estate in Healdsburg
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Outdoor dining

LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!

8.8 out of 10, Excellent, (13)
"Tim is an excellent host and responds quickly. The house was spacious enough for 6 adults and 4 kids. The a/c units in each room kept us nice and cool during the hot memorial weekend. The kiddos had a blast catching a bunch of fish, crappie, bluegill, and catfish. "
LAKEFRONT OASIS w/ BOAT DOCK FISHERMEN SPECIAL!
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub
Terrace/patio

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

10.0 out of 10, Exceptional, (98)
"Beautiful grounds and great location! Clean and comfortable."
Sonoma Wine Country Retreat: Scenic, tranquil, bucolic, Hot Tub
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (150)
"Wonderful house and yard. Manager is excellent as well. We love staying here"
Renovated Vineyard Home - 4 BR/4 BA - Solar Pool, Spa, Views
Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg
Outdoor pool

Experience Limerick Lane Cellars at our Vineyard Farmstay Retreat in Healdsburg

10.0 out of 10, Exceptional, (34)
"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
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (128)
"The house was very nice and central to all Napa has to offer. The hosts were incredibly quick to respond and provided everything we needed and more.The location is quite but you can walk to Main Street. We'd stay here again!"
3 bd 2 ba Vineyard View Farmhouse close to downtown St. Helena Permit PL24-006
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
Interior

The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks

10.0 out of 10, Exceptional, (67)
"It’s was a great time hanging out with my friends. Location was beautiful and the dock/deck was were we spent most of our time. "
The Lake Cottage on Soda Bay-Pet Friendly, Private Deck, Dock & Kayaks
heiter house- a kenwood gem, private, hot tub with views, and centrally located
Exterior

heiter house- a kenwood gem, private, hot tub with views, and centrally located

8.0 out of 10, Very Good, (1)
"We had two couples head to Napa for a short trip. Such a cute cottage and perfect for Sonoma excursions. Napa requires going over or around the mountains but it’s not bad. Hot tub was great. Cottage was well appointed. Coffee pot is on the small side for 3 coffee drinkers. No complaints. Helpful binder of info. Bedrooms were spacious. Primary bath could be updated but certainly enough room. "
The price is SAR 1,277
SAR 2,528 total
includes taxes & fees
2 Sep - 3 Sep
heiter house- a kenwood gem, private, hot tub with views, and centrally located
5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
Terrace/patio

5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE

10.0 out of 10, Exceptional, (194)
"We stayed here for husband’s birthday weekend. Beautiful property. It had everything we needed for a relaxing weekend away. "
5 BEDROOM, 6.5 BATH LUXURY HOME ON 3+ ACRES, 5 MIN TO SQUARE
Sunny Santa Rosa Stay, Hill Views, Yard & Games!
Beach

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

9.8 out of 10, Exceptional, (34)
"Excellent property....great location and neighborhood. Would love to stay at this property again."
Sunny Santa Rosa Stay, Hill Views, Yard & Games!
Calistoga Vineyard House
Smart TV, fireplace, stereo

Calistoga Vineyard House

10.0 out of 10, Exceptional, (50)
"House was amazing. Had everything we needed including that amazing vineyard view!!!"
Calistoga Vineyard House
Napa Valley: St Helena Designer Home & Guest House + Spool + Peloton Bike/Tread
Pool

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

10.0 out of 10, Exceptional, (123)
"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
Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger
Terrace/patio

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

10.0 out of 10, Exceptional, (10)
"Stunning property! The perfect getaway for a girls weekend. "
Private Luxury home in Healdsburg with Vineyard, Sauna, Hot tub, Tesla Charger
Napa Valley Retreat in Calistoga!
Fridge, microwave, oven, stovetop

Napa Valley Retreat in Calistoga!

9.8 out of 10, Exceptional, (30)
"Quaint two bedroom had everything we needed to enjoy our 3 night stay in Calistoga. Close to great food, wineries, soaking in hot springs, and hiking. Would definitely stay here again."
The price is SAR 1,460
SAR 2,002 total
includes taxes & fees
1 Sep - 2 Sep
Napa Valley Retreat in Calistoga!
Dock, Slip & Launch: Waterfront Home on Clear Lake
Property grounds

Dock, Slip & Launch: Waterfront Home on Clear Lake

10.0 out of 10, Exceptional, (1)
"We had a great stay. The house was really nicely put together. Had everything we needed. Location was fantastic. So peaceful, great kayaking, and even better fishing. Thank you."
Dock, Slip & Launch: Waterfront Home on Clear Lake
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

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