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Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middletown vacation rentals

Property grounds

1. Garden house with gas fireplace

Garden house with gas fireplace
Middletown
10.0 out of 10, Exceptional, (2 reviews)
"It was a quaint country house. The host was attentive, but also left us to ourselves. The house was clean. A/C worked well. It was very comfortable."
United States
Amy
The price is ￥15,117
￥31,005 total
includes taxes & fees
Sep 27 - Sep 28
Garden house with gas fireplace
7 bedrooms, desk, internet, bed sheets

2. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Middletown
The price is ￥133,411
￥264,591 total
includes taxes & fees
Sep 17 - Sep 18
15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18
Terrace/patio

3. Tangerine Cottage spacious home

Tangerine Cottage spacious home
Middletown
The price is ￥23,600
￥45,812 total
includes taxes & fees
Sep 27 - Sep 28
Tangerine Cottage spacious home
Meeting facility

4. Mandala Springs Wellness Retreat Center

Mandala Springs Wellness Retreat Center
3.5 star property
Cobb
9.0 out of 10, Wonderful, (37 reviews)
"Waterfront cabins were amazing. The location and wildlife were serene, fantastic place to stay."
United States
Carmino
The price is ￥23,608
￥26,323 total
includes taxes & fees
Sep 17 - Sep 18
Mandala Springs Wellness Retreat Center
Deluxe Cabin, 1 Queen Bed, Patio, Garden View | Laptop workspace, WiFi (free), bed sheets

5. Wildhaven Sonoma Glamping

Wildhaven Sonoma Glamping
1.0 star property
Healdsburg
9.2 out of 10, Wonderful, (133 reviews)
"Nice place to be in with your dog, very good for comfortable stay"
United States
NEERJA
The price is ￥16,326
￥18,611 total
includes taxes & fees
Sep 22 - Sep 23
Wildhaven Sonoma Glamping
Exterior

6. Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown

Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Calistoga
9.8 out of 10, Exceptional, (44 reviews)
"Host, amenities, location….all excellent. "
United States
Amy B.
The price is ￥52,291
￥68,990 total
includes taxes & fees
Sep 21 - Sep 22
Private Napa Valley Cottage, Peaceful, Pet Friendly, and Walkable to Downtown
Lake

7. Clear Lake Cottages & Marina

Clear Lake Cottages & Marina
2.5 star property
Clearlake
9.0 out of 10, Wonderful, (374 reviews)
"Very nice property! Clean and well maintained. Only down side is the pool was really cold."
United States
Olga
The price is ￥22,073
￥24,611 total
includes taxes & fees
Sep 17 - Sep 18
Clear Lake Cottages & Marina
Exterior

8. Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed

Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"Property is beautiful rooms are so clean. Service was incredible."
United States
Paul L.
The price is ￥47,663
￥65,312 total
includes taxes & fees
Oct 5 - Oct 6
Private Napa Valley Cottage, Peaceful, Walkable & Thoughtfully Designed
Coffee/tea maker, fridge, oven, dishwasher

9. The Parlour House at the Fainting Couch

The Parlour House at the Fainting Couch
Cobb
The price is ￥92,596
￥115,123 total
includes taxes & fees
Sep 17 - Sep 18
The Parlour House at the Fainting Couch
Superior Suite, Ensuite, Garden View (Couryard Suite #1) | Private kitchen

10. Suites On Main

Suites On Main
2.0 star property
Kelseyville
9.0 out of 10, Wonderful, (4 reviews)
"Staff is great! They were right there to answer any questions or to assist with our needs. Our suite was very spacious, clean and great ambiance. Great restaurant the Saw Shop a block away and coffee & pastries across the street. We very much enjoyed our stay and will stay again."
United States
Margaret
The price is ￥30,079
￥44,336 total
includes taxes & fees
Sep 18 - Sep 19
Suites On Main
Terrace/patio

11. Escape to wine country in your independent cottage in downtown Calistoga

Escape to wine country in your independent cottage in downtown Calistoga
Calistoga
10.0 out of 10, Exceptional, (6 reviews)
"We made the Calistoga CA area our base for our recent trip and the Cottage Grove Inn served as a great place to stay."
United States
Anonymous traveler
The price is ￥47,663
￥65,312 total
includes taxes & fees
Oct 5 - Oct 6
Escape to wine country in your independent cottage in downtown Calistoga
Interior

12. Cobb Mountain Chalet Main Floor

Cobb Mountain Chalet Main Floor
Cobb
9.4 out of 10, Exceptional, (21 reviews)
"Beautiful view from the deck! Wind was blowing the tree in the evening and it was so peaceful. House had everything you could need."
United States
tabatha p.
The price is ￥13,744
￥32,411 total
includes taxes & fees
Sep 21 - Sep 22
Cobb Mountain Chalet Main Floor
Outdoor dining

13. Calistoga Vista-Pool, Hot Tub - Tastings Included

Calistoga Vista-Pool, Hot Tub - Tastings Included
Calistoga
10.0 out of 10, Exceptional, (4 reviews)
"This home is wonderful! So comfortable and clean, the grounds and landscape are serene and stunning, the town is charming and welcoming. And the complimentary tasting at Croix was fabulous; we loved everything about it! "
United States
Bethany T.
The price is ￥159,926
￥298,265 total
includes taxes & fees
Sep 29 - Sep 30
Calistoga Vista-Pool, Hot Tub - Tastings Included
Lobby sitting area

14. Sonoma Stonehouse, Wine Country Vibes

Sonoma Stonehouse, Wine Country Vibes
2.0 star property
Santa Rosa
8.0 out of 10, Very good, (1 review)
"Muy bonito diseño interior en ambos la recepción y el cuarto."
Mexico
Tara
The price is ￥30,725
￥58,007 total
includes taxes & fees
Sep 20 - Sep 21
Sonoma Stonehouse, Wine Country Vibes
Exterior

15. The Ranch at Lake Sonoma

The Ranch at Lake Sonoma
1.0 star property
Geyserville
9.8 out of 10, Exceptional, (6 reviews)
"Nice camping spot "
United States
Evelyn
The price is ￥12,217
￥13,927 total
includes taxes & fees
Sep 17 - Sep 18
The Ranch at Lake Sonoma
Interior

16. Overlooking Clearlake From The Living Room

Overlooking Clearlake From The Living Room
Clearlake
9.0 out of 10, Wonderful, (45 reviews)
"Maureen was lovely and the sunset and sunrise were beautiful!"
United States
Steven W.
The price is ￥12,355
￥24,604 total
includes taxes & fees
Sep 22 - Sep 23
Overlooking Clearlake From The Living Room
Exterior

17. The Atlas Calistoga - Cottage #1

The Atlas Calistoga - Cottage #1
Calistoga
10.0 out of 10, Exceptional, (18 reviews)
"Great space, impeccably appointed, amazing location. Would stay again. "
United States
Kris R.
The Atlas Calistoga - Cottage #1
Exterior

18. Rainbow Lodge

Rainbow Lodge
2.0 star property
Lakeport
4.4 out of 10, (19 reviews)
"Friendly manager at check in, quiet location, conveniently located. Room was adequately "
United States
Daniel
The price is ￥12,370
￥16,107 total
includes taxes & fees
Sep 17 - Sep 18
Rainbow Lodge
Interior

19. Fully furnished apartment tucked away on-site at UpValley Inn & Hot Springs

Fully furnished apartment tucked away on-site at UpValley Inn & Hot Springs
Calistoga
9.6 out of 10, Exceptional, (11 reviews)
"Enjoyed our stay and everything was as described. Very friendly staff. "
United States
Mete Y.
The price is ￥47,663
￥71,703 total
includes taxes & fees
Sep 28 - Sep 29
Fully furnished apartment tucked away on-site at UpValley Inn & Hot Springs
Dining

20. Comfort and Style in Our Queen Cottage

Comfort and Style in Our Queen Cottage
Calistoga
9.8 out of 10, Exceptional, (49 reviews)
"Great place to stay. Clean and well appointed and in a great location for access to sites, vineyards, and restaurants "
United States
Robert
The price is ￥33,781
￥43,167 total
includes taxes & fees
Sep 20 - Sep 21
Comfort and Style in Our Queen Cottage
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

La Quinta Inn & Suites Santa Rosa Sonoma

La Quinta Inn & Suites Santa Rosa Sonoma

10/10 Excellent
"I’ve stayed here numerous times & it’s always a good experience. Comfy beds, good breakfast food selections. Perfect location close to stores & fwy!"
Laura 3-night trip
Posted less than an hour ago
La Quinta Inn & Suites Santa Rosa Sonoma

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

  • View our selection of featured holiday rentals in Middletown
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  • Enter your travel dates to view the best deals on holiday rentals in Middletown while they last

Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find vacation rentals in Middletown?

Yes, we offer vacation rentals close to top attractions in Middletown, or you can go with a secluded option if you'd like a relaxing place to stay. Middletown is known for its hot springs and wineries. Make sure you have time to check out the spas and casinos during your trip.

What are some of the best vacation rentals that Middletown has to offer?

Lakefront Home Private Boat Ramp, Clear Lake: You might like this vacation home rental near Middletown. It has laundry facilities and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, an oven, and a coffee maker.

How many vacation rentals are there in Middletown?

Expedia has 12 vacation rentals for your stay in Middletown.

What can I see and do in Middletown?

Explore the area and family-friendly sights such as Calistoga Spit N' Cycle, or get out into nature at a spot like Boggs Mountain Demonstration State Forest. Other places in town to visit include Twin Pine Casino and Rabbit Hill Preserve.

What are vacation rentals like in Middletown?

Vacation rentals are private properties you can stay in for several days or longer in Middletown. Vacation rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a great choice for a family trip or a small group gathering.