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Check prices for these dates

Next weekend
28 Saf. - 2 Rab. I
In two weeks
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Compare 266 Vacation Homes in Middlefield with updated reviews, rates, and availability.

McAngel Haven: 5 mins from Yale
Spaciously Stylish Living Area with Fireplace and Dining View

McAngel Haven: 5 mins from Yale

9.8 out of 10, Exceptional, (10)
"Excellent to had a nice house like that "
The price is SAR 956
SAR 2,148 total
includes taxes & fees
24 Feb - 25 Feb
McAngel Haven: 5 mins from Yale
Amazing Lakefront Property
Dining

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"The descending stairs from the kitchen/dining level were an issue. Ascending same stairs are not a problem because the risers are painted white. The lip of the stairs need to show some kind of contrast so they don’t appear to be on same plane as the level below. Overall all our needs were met. The kitchen was well stocked and the hub of our stay since we did alot of holiday cooking."
Amazing Lakefront Property
NEW-Another Fun Downtown Location 1st floor
Exterior

NEW-Another Fun Downtown Location 1st floor

2.0 star property
10.0 out of 10, Exceptional, (9)
"It was a nice quiet valuable time spent together .just what we needed for that very special memorable time. Thanks."
NEW-Another Fun Downtown Location 1st floor
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Exterior

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

10.0 out of 10, Exceptional, (9)
"My friends and I have stayed twice now at this house and have had the best time both times! It has everything we could need in the house and we can’t wait to be back again!"
The price is SAR 2,250
SAR 3,199 total
includes taxes & fees
23 Feb - 24 Feb
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Raised deck dining and lounging set; additional dining chairs not pictured

Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.

10.0 out of 10, Exceptional, (42)
"This property is beautiful and the house is spacious and well equipped for a wonderful stay. The host was attentive and easy to contact when it was necessary. Such a fantastic choice for a stay in a delightful town. "
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Near Yale with Game Room
Exterior

Near Yale with Game Room

The price is SAR 2,010
SAR 4,267 total
includes taxes & fees
23 Feb - 24 Feb
Near Yale with Game Room
Family Stays: Middletown, CT
Living room

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (2)
"We came to stay at Gilbert’s for a quick ski weekend at Powder Ridge. Gilbert was incredibly gracious and accommodating. He was very easy to communicate with, and really went out of his way to make us feel at home. The location is a little loud at night/early morning, as it is very close to a main road. But the property itself was exactly as described. Clean, comfortable, and very welcoming. "
The price is SAR 349
SAR 670 total
includes taxes & fees
23 Feb - 24 Feb
Family Stays: Middletown, CT
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Living area

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2.0 star property
10.0 out of 10, Exceptional, (2)
The price is SAR 491
SAR 1,113 total
includes taxes & fees
3 Mar - 4 Mar
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Enjoy a taste of New England in Historic Guilford Ct
Property grounds

Enjoy a taste of New England in Historic Guilford Ct

10.0 out of 10, Exceptional, (9)
"Wonderful property combining original details with modern amenities. Well located near the town green and shops. We would definitely stay here again."
Enjoy a taste of New England in Historic Guilford Ct
Ranch style living at its best with country garden & patio!
Room

Ranch style living at its best with country garden & patio!

9.6 out of 10, Exceptional, (8)
"Host worked with me due to larger dog. Very accurate instructions and all amenities were very good. Will stay here again"
Ranch style living at its best with country garden & patio!
Walk to Beaches: Sunny East Haven Home w/ Grill
East Haven Vacation Rental | 4BR | 1.5BA | 1,520 Sq Ft | Stairs Required

Walk to Beaches: Sunny East Haven Home w/ Grill

2.0 star property
10.0 out of 10, Exceptional, (3)
"6 of us stayed here for a music festival. The location, fantastic! Ocean views, check. The bedding, the furniture, kitchen supplies....no amenity was overlooked. Happened to meet owner when were checking in. He was great. Couldn't have been more accomodating. Great great place for a few nights or longer. Wush we were here longer. "
Walk to Beaches: Sunny East Haven Home w/ Grill
Home on the sound
Room

Home on the sound

8.6 out of 10, Excellent, (7)
"This was a greay stay and the property was really cute and cozy. It is an upstairs portion of a duplex "
Home on the sound
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Exterior image

A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!

10.0 out of 10, Exceptional, (25)
"The house is an architectural gem with plenty of space for the family. We enjoyed the fireplace in the evenings."
A TREETOPS Retreat! Sleeps 10-12, perfect for large gatherings. Seasonal POOL!
Blue Back Bungalow
Living area

Blue Back Bungalow

2.0 star property
9.8 out of 10, Exceptional, (9)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is SAR 469
SAR 1,443 total
includes taxes & fees
16 Mar - 17 Mar
Blue Back Bungalow
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
Back Patio-Pool, Hot tub, Fireplace, firepit, Bar & TV, Bathroom, Outdoor Shower

Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino

10.0 out of 10, Exceptional, (33)
"Spacious, full stocked, amenity filled home with enough room for family members to gather and/or spread out.The game room is perfect for all ages with a variety of choices for your competitive play. Grocery/liquor store and Gillette Castle State Park are minutes away.Beautiful area. "
Spacious 5-bedroom, 6 bath vacation home just 30 min drive to beaches and casino
Spacious 18th Century Victorian Mansion - Sleep 16+ Large Group
Exterior detail

Spacious 18th Century Victorian Mansion - Sleep 16+ Large Group

10.0 out of 10, Exceptional, (1)
"We had a lovely family gathering with 14 adults and a toddler - the house was perfect for a large family meal and had room for everyone. Lots of games, a pool table, and electric fireplace were great additions. Rick was very helpful and easy to communicate with. Convenient on site parking. As stated in listing, the bedrooms are on 2nd and 3rd floor, with grand/tall staircases. Overall it was a great place for our family to celebrate together!"
The price is SAR 3,600
SAR 6,351 total
includes taxes & fees
23 Feb - 24 Feb
Spacious 18th Century Victorian Mansion - Sleep 16+ Large Group
Waterfront Beach House
Beach

Waterfront Beach House

9.6 out of 10, Exceptional, (42)
"The property is nicely located on the water and convenient to many attractions. "
Waterfront Beach House
Charming Coastal Retreat Steps from the Beach!
Living area

Charming Coastal Retreat Steps from the Beach!

9.8 out of 10, Exceptional, (31)
"The house was perfect for our multi generation gathering, spacious enough for all. The kitchen was well equipped for our cooking needs. The beds very comfortable. Would highly recommend it!"
Charming Coastal Retreat Steps from the Beach!
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Living area

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

9.6 out of 10, Exceptional, (7)
"This property was exactly what we needed. Perfect location beautiful house very clean and very comfortable. We will definitely return "
The price is SAR 581
SAR 1,212 total
includes taxes & fees
5 Mar - 6 Mar
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Waterfront Lakehouse in Clinton, CT with Hot Tub!
Outdoor spa tub

Waterfront Lakehouse in Clinton, CT with Hot Tub!

7.0 out of 10, Good, (2)
Waterfront Lakehouse in Clinton, CT with Hot Tub!
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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Other property types in Middlefield

Amazing Lakefront Property
Dining

Amazing Lakefront Property

9.8 out of 10, Exceptional, (24)
"Absolutely beautiful house! Super clean! Superb setting! Very comfortable! Amazing view! Many amenities! Host very responsive and kind! The property manager quickly responded to our needs. My family and friends loved the spectacular experience and would definitely comeback! "
Amazing Lakefront Property
New Haven Village Suites
Front of property

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2005)
"Easy fast check in"
The price is SAR 331
SAR 380 total
includes taxes & fees
5 Mar - 6 Mar
New Haven Village Suites
Postcard Cabins Machimoodus
Exterior

Postcard Cabins Machimoodus

2.0 star property
10.0 out of 10, Exceptional, (6)
"I loved this escape from reality. This was a very quiet romantic getaway for Valentine’s Day. The place was very clean and had everything we needed from a fully equipped small kitchen to everything outdoors we would need for a campfire and making s’mores. I loved this place and can’t wait to come back for another romantic getaway."
Postcard Cabins Machimoodus
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.