A waterfall in a forested area with a rocky ledge and a calm pool at the base.

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Middlefield vacation homes

A two-story house with a front porch, a garage, and a well-maintained lawn.

1. Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Middletown
9.6 out of 10, Exceptional, (19 reviews)
"The house was exactly what we were looking for, for a weekend away. Will surely book again, thank you!"
United States
Lee S.
The price is SAR 1,750
SAR 3,114 total
includes taxes & fees
12 Oct - 13 Oct
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
A modern kitchen with a central island, bar stools, and pendant lighting.

2. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.

New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Durham
10.0 out of 10, Exceptional, (34 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
United States
Iris F.
The price is SAR 2,440
SAR 3,878 total
includes taxes & fees
11 Oct - 12 Oct
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Veterans Park, near the house

3. Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (33 reviews)
"Clean, fully equipped kitchen, family friendly"
United States
Trisha T.
The price is SAR 507
SAR 961 total
includes taxes & fees
14 Oct - 15 Oct
Family Stays: Middletown, CT
A wooden deck with chairs overlooking a calm lake surrounded by autumn foliage.

4. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
The price is SAR 587
SAR 1,279 total
includes taxes & fees
12 Oct - 13 Oct
#24 Serenity A Lakefront Cottage Retreat
A modern living room with a sofa, a dining table, and a massage chair.

5. #29 - Modern 5 Bedroom/2 Bath

#29 - Modern 5 Bedroom/2 Bath
Middletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
United States
Gail R.
The price is SAR 686
SAR 1,724 total
includes taxes & fees
14 Oct - 15 Oct
#29 - Modern 5 Bedroom/2 Bath
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.

6. “3BR Home Near Wesleyan & Downtown Middletown

“3BR Home Near Wesleyan & Downtown Middletown
Washington Street Historic District
7.8 out of 10, Good, (6 reviews)
"Nice place"
United States
Jousette C.
The price is SAR 845
SAR 1,088 total
includes taxes & fees
7 Nov - 8 Nov
“3BR Home Near Wesleyan & Downtown Middletown
A kitchen with red cabinets, a white stove, a microwave, and a coffee maker.

7. Newly Remodeled 1-BR Close to Everything yet Very Private

Newly Remodeled 1-BR Close to Everything yet Very Private
Wallingford
10.0 out of 10, Exceptional, (11 reviews)
"We really liked this property! Modernized apartment in an older home. Clean, comfortable, and close to family in the area. Karl was great to work with. We will stay here again next time we visit family!"
United States
Alan
The price is SAR 443
SAR 1,096 total
includes taxes & fees
11 Oct - 12 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private
A bedroom with a bed, a nightstand, a lamp, and a wooden wardrobe.

8. The Cottage by the Woods -private getaway to relax

The Cottage by the Woods -private getaway to relax
Meriden
The price is SAR 1,014
SAR 2,404 total
includes taxes & fees
17 Oct - 18 Oct
The Cottage by the Woods -private getaway to relax
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

9. Once the old Schools house now a newly furnished Apartment

Once the old Schools house now a newly furnished Apartment
Wallingford Center
9.2 out of 10, Wonderful, (15 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
United States
Jeanette W.
The price is SAR 443
SAR 1,095 total
includes taxes & fees
11 Oct - 12 Oct
Once the old Schools house now a newly furnished Apartment
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

10. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington

Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Southington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
United States
Cindy M.
The price is SAR 936
SAR 2,728 total
includes taxes & fees
6 Nov - 7 Nov
Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
A modern kitchen with stainless steel appliances, a central island, and a dining area with a sofa.

11. #27- Luxury Collection

#27- Luxury Collection
Southington
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful home, well designed and spacious rooms. Host was fantastic and communication was great! Thank you"
United States
C B.
The price is SAR 781
SAR 1,739 total
includes taxes & fees
20 Oct - 21 Oct
#27- Luxury Collection
A front view of a house with a wooden staircase leading to a front door, a small porch area, and a garage door.

12. 1-bedroom vacation home 22 minutes from Quinnipiac University

1-bedroom vacation home 22 minutes from Quinnipiac University
Wolcott
9.6 out of 10, Exceptional, (4 reviews)
"Very clean and the host was great "
United States
David G.
The price is SAR 563
SAR 1,496 total
includes taxes & fees
13 Oct - 14 Oct
1-bedroom vacation home 22 minutes from Quinnipiac University
A two-story house with a porch, a front door with a wreath, and a small garden area.

13. Bear Retreat - 2-bedroom house in Waterbury

Bear Retreat - 2-bedroom house in Waterbury
Waterbury
10.0 out of 10, Exceptional, (9 reviews)
"Perfect, spacious area. Super clean. Communication was great. Would definitely book here again."
United States
Radha
The price is SAR 436
SAR 1,284 total
includes taxes & fees
12 Oct - 13 Oct
Bear Retreat - 2-bedroom house in Waterbury
Dining

14. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (25 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
The price is SAR 872
SAR 1,780 total
includes taxes & fees
12 Oct - 13 Oct
Prime West Hartford Center: Timeless Charm
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

15. Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
Waterbury
8.0 out of 10, Very good, (1 review)
"I had an emergency and was only able to stay one night, but enjoyed my stay "
United States
Dirk N.
The price is SAR 413
SAR 550 total
includes taxes & fees
12 Oct - 13 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A living room with a dark blue sofa, a round ottoman, a coffee table, and a TV on a stand. There is a large abstract painting on the wall and a window with curtains.

16. Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is SAR 591
SAR 1,833 total
includes taxes & fees
11 Oct - 12 Oct
Cozy basement apartment with private bathroom, kitchen and entrance.
A spacious living room with large windows, a fireplace, and a view of the outdoors.

17. Watertown Home w/ Yard: 1 Mi to Echo Lake Park!

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Watertown
9.0 out of 10, Wonderful, (6 reviews)
"In town to visit our new grandchild. It was just my husband and me. It had more then enough room and was very comfortable."
United States
Elizabeth H.
The price is SAR 822
SAR 2,027 total
includes taxes & fees
16 Oct - 17 Oct
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
A room with a large window overlooking a coastal view, a beige sofa, and a small table with books and a vase.

18. Clear LI Sound waterview, Wedding pics, Yale&Beach

Clear LI Sound waterview, Wedding pics, Yale&Beach
East Shore
10.0 out of 10, Exceptional, (13 reviews)
"Great stay! Would definitely stay again! "
United States
Frankie O.
The price is SAR 2,079
SAR 3,608 total
includes taxes & fees
17 Oct - 18 Oct
Clear LI Sound waterview, Wedding pics, Yale&Beach
A living room with a sectional sofa, a small side table, and a floor lamp.

19. Lakehaven • Hot Tub, Decks, Fires & More

Lakehaven • Hot Tub, Decks, Fires & More
Plymouth
10.0 out of 10, Exceptional, (1 review)
"Great find!! Amazing views, house was superb!"
United States
Iva B.
The price is SAR 1,300
SAR 3,234 total
includes taxes & fees
12 Oct - 13 Oct
Lakehaven • Hot Tub, Decks, Fires & More
A covered patio with a glass table, white metal chairs, a green sofa, and a white metal bench.

20. Historic New England home ,Reunions Beach pass

Historic New England home ,Reunions Beach pass
Guilford
9.2 out of 10, Wonderful, (91 reviews)
"This is a great location, walking distance to the green and other sites. It also worked well for our girls trip of 4 women."
United States
Liz H.
The price is SAR 1,126
SAR 2,414 total
includes taxes & fees
13 Oct - 14 Oct
Historic New England home ,Reunions Beach pass
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 Middlefield Hotel Reviews

Hotel Marcel New Haven, Tapestry Collection By Hilton

Hotel Marcel New Haven, Tapestry Collection By Hilton

10/10 Excellent
"Everything was great. If any complaint, it was the shower pressure was low. This may have been an eco friendly feature."
Mary 2-night trip
Posted 6 hours ago
Hotel Marcel New Haven, Tapestry Collection By Hilton