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

Holiday Homes in Middlefield

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Middlefield holiday homes

Veterans Park, near the house

1. 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 AU$395
includes taxes & fees
2 Nov - 3 Nov
Family Stays: Middletown, CT
A modern kitchen with white cabinets, a stainless steel refrigerator, a dining area with two chairs, and a coffee machine.

2. “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 AU$418
includes taxes & fees
4 Nov - 5 Nov
“3BR Home Near Wesleyan & Downtown Middletown
A living room with a grey sofa, red and yellow cushions, a wooden coffee table, and a TV on a wooden cabinet.

3. 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 AU$417
includes taxes & fees
14 Oct - 15 Oct
Newly Remodeled 1-BR Close to Everything yet Very Private
A modern living room with a sofa, coffee table, and a TV mounted on the wall.

4. 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 AU$421
includes taxes & fees
21 Oct - 22 Oct
Once the old Schools house now a newly furnished Apartment
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 AU$634
includes taxes & fees
14 Oct - 15 Oct
#29 - Modern 5 Bedroom/2 Bath
A two-story house with a front porch, a garage, and a well-maintained lawn.

6. 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 AU$1,146
includes taxes & fees
14 Oct - 15 Oct
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
A bedroom with a bed, a nightstand, a lamp, and a wooden wardrobe.

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

The Cottage by the Woods -private getaway to relax
Meriden
The price is AU$892
includes taxes & fees
14 Oct - 15 Oct
The Cottage by the Woods -private getaway to relax
A modern kitchen with a central island, bar stools, and pendant lighting.

8. 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 AU$1,454
includes taxes & fees
15 Oct - 16 Oct
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
A kitchen with wooden cabinets, granite countertops, and a stainless steel sink.

9. 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 AU$1,018
includes taxes & fees
28 Oct - 29 Oct
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.

10. #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 AU$650
includes taxes & fees
21 Oct - 22 Oct
#27- Luxury Collection
A two-story house with a porch, a front door with a wreath, and a small garden area.

11. 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 AU$479
includes taxes & fees
14 Oct - 15 Oct
Bear Retreat - 2-bedroom house in Waterbury
A staircase with a handrail, a potted plant with yellow flowers, and a sign above the stairs.

12. 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 AU$213
includes taxes & fees
19 Oct - 20 Oct
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

13. Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.

Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Fair Haven
9.8 out of 10, Exceptional, (16 reviews)
"A cozy pet and family-friendly property. Very spacious."
United States
Wallace R.
The price is AU$420
includes taxes & fees
14 Oct - 15 Oct
Gorgeous Waterfront 3 Bedroom, 1.5 Bathroom Unit.
Dining

14. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (26 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 AU$887
includes taxes & fees
25 Oct - 26 Oct
Prime West Hartford Center: Timeless Charm
A marina with multiple docks and boats, surrounded by residential buildings and greenery.

15. Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.

Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
Fair Haven
7.6 out of 10, Good, (5 reviews)
"Thanks for hosting us! It was clean and nice. For future guests, a long body mirror might be nice but we had a wonderful time and appreciated you bringing us extra towels quickly!"
United States
Jamie S.
The price is AU$326
includes taxes & fees
3 Nov - 4 Nov
Gorgeous Waterfront 2 Bedroom 1 Bath Modern Home.
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

16. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (30 reviews)
"Was a great stay"
United States
John S.
The price is AU$441
includes taxes & fees
2 Nov - 3 Nov
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A living room with a blue sofa, a round coffee table, and a staircase.

17. The Game House Arcade – West Hartford

The Game House Arcade – West Hartford
West Hartford
10.0 out of 10, Exceptional, (1 review)
"Great location and well equipped. We will be back"
United States
Mike W.
The price is AU$673
includes taxes & fees
14 Oct - 15 Oct
The Game House Arcade – West Hartford
A living room with a dark grey sofa, a wooden coffee table with a vase of white flowers, a patterned rug, and a ceiling fan.

18. Cozy East Haven Home • Near Beach & Yale

Cozy East Haven Home • Near Beach & Yale
Momauguin
10.0 out of 10, Exceptional, (12 reviews)
"Property was clean and had all amenities we needed. Easy check in and check out"
United States
Sarah S.
The price is AU$308
includes taxes & fees
9 Nov - 10 Nov
Cozy East Haven Home • Near Beach & Yale
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.

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

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is AU$678
includes taxes & fees
24 Oct - 25 Oct
Cozy basement apartment with private bathroom, kitchen and entrance.
A living room with a sectional sofa, a small side table, and a floor lamp.

20. 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 AU$1,210
includes taxes & fees
15 Oct - 16 Oct
Lakehaven • Hot Tub, Decks, Fires & More
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

Holiday Inn Express Southington by IHG

Holiday Inn Express Southington by IHG

8/10 Good
"A fairly clean hotel with very nice staff! The only thing that bothered us was the constant smell of weed/marijuana every day we were there."
Denise 3-night trip
Posted 12 hours ago
Holiday Inn Express Southington by IHG

Find out more about Middlefield

Middlefield Holiday Homes information

Number of reviews
203
Accommodation
285 Holiday Homes
Lowest Price
AU$213
Highest Price
AU$1,454