A calm river with clear water, surrounded by dense greenery and trees.

Search Condo Rentals in Middletown

Where to?

Dates

November 2026

December 2026

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Find vacation rentals that suit your style

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Middletown

A loft bedroom with a bunk bed, a bedside table with a lamp, a TV, and a window with a view.

1. The Well House with outdoor seating and loft!

Middletown

louis s.

AED 646 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, a desk, a chair, a TV, a window, and a balcony.

2. Love Shack private retreat

Middletown

Gretchen F.

AED 661 total

includes taxes & fees

9 Nov - 10 Nov

A fenced outdoor area with a red umbrella, a white building, and a natural landscape in the background.

3. Garden house with gas fireplace

Middletown

Amy

AED 705 total

includes taxes & fees

8 Nov - 9 Nov

A covered porch with two grey upholstered chairs and a small table, wooden railings, and a window with a curtain.

4. Tangerine Cottage spacious home

Middletown

AED 1,124 total

includes taxes & fees

19 Nov - 20 Nov

A swimming pool with a stone border, a white fence, and umbrellas.

5. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

Middletown

AED 7,102 total

includes taxes & fees

12 Nov - 13 Nov

A bright, open-plan living area with a large window, a seating area, and a kitchen counter.

6. UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

Calistoga

Catherine

AED 707 total

includes taxes & fees

30 Nov - 1 Dec

A modern interior with a wooden ceiling, a blue sofa, round tables, and a green wall with plants.

7. Calistoga Motor Lodge and Spa

Calistoga

TRACI

AED 999 total

includes taxes & fees

29 Nov - 30 Nov

A hotel room with a bed, a desk, a chair, a TV, and a balcony with a view of trees.

8. The Fainting Couch Boutique Hotel

Cobb

Jenny

AED 655 total

includes taxes & fees

19 Nov - 20 Nov

A hotel room with a fireplace, two beds, a large TV, and a balcony with a view.

9. Geyserville Inn

Geyserville

Lori

AED 528 total

includes taxes & fees

1 Dec - 2 Dec

A spacious hotel lobby with a long bar, seating area, and a large TV screen.

10. Best Western Plus Stevenson Manor

Calistoga

Ignacio

AED 628 total

includes taxes & fees

6 Dec - 7 Dec

An outdoor seating area with multiple sofas and tables, string lights, and a pergola providing shade.

11. Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

Calistoga

Cloie

AED 1,017 total

includes taxes & fees

30 Nov - 1 Dec

An outdoor patio with tables and chairs, a central fire pit, and a view of the street and houses in the background.

12. The Inn on Pine

Calistoga

Kara

AED 620 total

includes taxes & fees

18 Nov - 19 Nov

A two-story house with a wrap-around porch, surrounded by lush greenery and trees.

13. The Bergson, BW Signature Collection

Calistoga

Carrie

AED 554 total

includes taxes & fees

6 Dec - 7 Dec

A white building with a covered porch, potted plants, and a bicycle.

14. Mandala Springs Wellness Retreat Center

Cobb

Carmino

AED 574 total

includes taxes & fees

8 Nov - 9 Nov

A fire pit with glass pebbles and two glasses of red wine on a textured surface, with a blurred outdoor seating area in the background.

15. Golden Haven Hot Springs

Calistoga

Brittany

AED 795 total

includes taxes & fees

9 Nov - 10 Nov

A dining area with a large table and chairs, a glass enclosure, and a view of the garden outside.

16. Calistoga Wine Way Inn

Calistoga

Wendy

AED 609 total

includes taxes & fees

11 Nov - 12 Nov

An outdoor patio area with seating arrangements, umbrellas, and a pool.

17. Mount View Hotel & Spa

Calistoga

Paula

AED 660 total

includes taxes & fees

9 Nov - 10 Nov

A pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

18. Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

Gunjan

AED 512 total

includes taxes & fees

13 Nov - 14 Nov

19. The Lodge at Healdsburg, Tapestry Collection by Hilton

Healdsburg

Mark

AED 619 total

includes taxes & fees

17 Nov - 18 Nov

A room with a brown sofa, two wicker chairs, a small table, and a lamp.

20. Hideaway Cottages

Calistoga

AED 929 total

includes taxes & fees

9 Nov - 10 Nov

View all properties

Learn more about Middletown

Soak in mineral-rich waters at Harbin Hot Springs, where hiking trails lead to peaceful meditation areas. Wine lovers can sample local vintages at family-owned tasting rooms along Middletown's charming main street.

See all hotels in Middletown

Top reviews in Middletown

The Fainting Couch Boutique Hotel

Cobb

10/10 Excellent

Marshall

Golden Haven Hot Springs

Calistoga

10/10 Excellent

Jessalyne

Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

Calistoga

10/10 Excellent

Elco

Best Western Plus Stevenson Manor

Calistoga

10/10 Excellent

Beautiful hotel to stay at. We had a room with two double beds and it was big and spacious. It's pretty quiet and has a nice little area to have coffee outside. Would've loved to use the pool because it looked so nice and warm but it was raining so we didnt get to. I would say overall, we're very satisfied. My friends were very happy to stay here too. We drove a tesla so it was a bonus to have a charging station. We didn't have to worry about going somewhere far to charge! Thank you for the...

Jennie

The Inn on Pine

Calistoga

10/10 Excellent

Dana

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

Calistoga

10/10 Excellent

JENNA

A patio with outdoor furniture, a stone table, and a view of vineyards and mountains.

Chateau De Vie

Calistoga

10/10 Excellent

Olga

A white building with a yellow door, a picket fence, and a bench.

Brannan Cottage Inn

Calistoga

10/10 Excellent

Claire

A historic building with a well-maintained facade, a prominent sign indicating 'Embrace California 128', and a flagpole with an American flag.

Embrace Calistoga

Calistoga

10/10 Excellent

We had the pleasure of staying at Luxe Calistoga while visiting the area for a concert. We were completely amazed during our stay. The hotel is absolutely beautiful. It has been completely remodeled and the rooms are gorgeous. No detail has been overlooked and the hotel has a warm and inviting feel. The wrap around porch was the perfect setting for brunch and an evening glass of wine. But on top of this, the owners (Brent & Chris) go above and beyond to create an outstanding experience. ...

Casey & Diana

A stone fireplace with a fire, outdoor seating with chairs and a table, and a sign reading "Rancho Cayman Inn".

Rancho Caymus Inn

St. Helena

10/10 Excellent

Christine

A row of wooden cabins with red umbrellas, surrounded by lush greenery and a winding path.

Aurora Park Cottages

Calistoga

10/10 Excellent

Quetia

A house with a porch, potted plants, and a brick wall.

Bear Flag Inn

Calistoga

10/10 Excellent

It was a very enjoyable stay. Our hosts were amazing and really added to the great experience. Dennis and his wife were very open and enthusiastically shared their local knowledge of things to do and places to go. The breakfasts were amazing as well as accommodating to special dietary needs and concerns. There were a few children visiting along with my party and Dennis made sure all had their fill of his hot chocolate which he seemed to take great pride in. We will definitely revisit this grand...

rod

The Bergson, BW Signature Collection

Calistoga

10/10 Excellent

Jill

A two-story building with a covered porch, outdoor seating area, and a small garden.

Calistoga Craftsman Inn

Calistoga

10/10 Excellent

Anonymous traveler

A row of small, single-story cottages with white exteriors and green roofs, surrounded by well-maintained hedges and trees.

Cottage Grove Inn

Calistoga

10/10 Excellent

Private little cottages with hardwood floors and deep soaking tubs, wine and cheese at night and a huge breakfast with quiches, waffles and espresso in the morning, your own complimentary bikes for your stay (with helmets , locks, backpacks, and bottled water supplies), plus a picnic basket in your room for your day trips to the wineries. And you can walk across the street to hot springs. Love it.

Anonymous traveler

Hampton Inn & Suites Windsor - Sonoma Wine Country

Windsor

10/10 Excellent

John

Geyserville Inn

Geyserville

10/10 Excellent

Sharon

Frequently Asked Questions

Why book your condo in Middletown with Expedia?

Vacationing shouldn't be difficult, so if you're in search of condos at a great price, Expedia has your back. Save cash and select something cheap and cheerful, or splurge on a 5-star condo and really spoil your crew. Use our convenient search filters to find a stay in Middletown that suits your style.

How can I find cheap condos in Middletown?

The best way to locate cheap condos in Middletown is with Expedia's easy-to-use filter tool. Refine your search results by budget, amenities and star rating to nab unbeatable rates with only a few clicks.

Search Condo Rentals in Middletown

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Recommended hotels in Middletown

1. The Well House with outdoor seating and loft!

2. Love Shack private retreat

3. Garden house with gas fireplace

4. Tangerine Cottage spacious home

5. 15-Acre Gated Wine Country Estate and 7BR Mansion, Pool, Spa ,Sleeps 18

6. UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

7. Calistoga Motor Lodge and Spa

8. The Fainting Couch Boutique Hotel

9. Geyserville Inn

10. Best Western Plus Stevenson Manor

11. Dr. Wilkinson's Backyard Resort and Mineral Springs, a Member of Design Hotels

12. The Inn on Pine

13. The Bergson, BW Signature Collection

14. Mandala Springs Wellness Retreat Center

15. Golden Haven Hot Springs

16. Calistoga Wine Way Inn

17. Mount View Hotel & Spa

18. Hampton Inn & Suites Windsor - Sonoma Wine Country

19. The Lodge at Healdsburg, Tapestry Collection by Hilton

20. Hideaway Cottages

Learn more about Middletown

Top reviews in Middletown

The Fainting Couch Boutique Hotel

10/10 Excellent

Frequently Asked Questions

Why book your condo in Middletown with Expedia?

How can I find cheap condos in Middletown?