Book Holiday Homes in Middlefield

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Featured Holiday Homes in Middlefield

McAngel Haven: 5 mins from Yale

McAngel Haven: 5 mins from Yale

West Haven
The price is NZ$998 per night from 24 Feb to 25 Feb
NZ$998
includes taxes & fees
24 Feb - 25 Feb
Book a stay at this family-friendly vacation home in West Haven. Enjoy patios, an in-room coffeemaker, and in-room fireplaces. Popular attractions Connecticut ...
McAngel Haven: 5 mins from Yale
Amazing Lakefront Property

Amazing Lakefront Property

Middlefield
Stay at this vacation home in Middlefield. Enjoy free WiFi, a garden, and patios. Popular attractions Lake Beseck Beach and Powder Ridge Mountain Park and Resort ...
Amazing Lakefront Property
NEW-Another Fun Downtown Location 1st floor

NEW-Another Fun Downtown Location 1st floor

2 out of 5
Southington
Stay at this vacation home in Southington. Enjoy a water park, an in-room coffeemaker, and air conditioning. Popular attractions Barnes Museum and Southington ...
NEW-Another Fun Downtown Location 1st floor
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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
The price is NZ$1,486 per night from 23 Feb to 24 Feb
NZ$1,486
includes taxes & fees
23 Feb - 24 Feb
Stay at this vacation home in Durham. Enjoy free WiFi, a garden, and patios. Popular attractions Millers Pond State Park and Dooley Pond Public Access are located ...
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.

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

Guilford Center
Book a stay at this family-friendly vacation home in Guilford. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Chaffinch Island State Park ...
Steps to beach! Custom-built house with panoramic ocean views, wrap-around deck.
Near Yale with Game Room

Near Yale with Game Room

Hamden
The price is NZ$1,982 per night from 23 Feb to 24 Feb
NZ$1,982
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this family-friendly vacation home in Hamden. Enjoy free WiFi, a garden, and a pool table. Popular attractions Putnam Place Shopping Center and ...
Near Yale with Game Room
Family Stays: Middletown, CT

Family Stays: Middletown, CT

Middletown
The price is NZ$311 per night from 23 Feb to 24 Feb
NZ$311
includes taxes & fees
23 Feb - 24 Feb
Book a stay at this family-friendly vacation home in Middletown. Enjoy free WiFi, a garden, and patios. Popular attractions Kidcity Children's Museum and Wadsworth ...
Family Stays: Middletown, CT
Beautiful 3BR, Rare Find, Clean & Guest Favorite

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2 out of 5
West Hartford
The price is NZ$517 per night from 3 Mar to 4 Mar
NZ$517
includes taxes & fees
3 Mar - 4 Mar
Stay at this vacation home in West Hartford. Enjoy air conditioning. Popular attractions Westfarms Mall and The Center & The Square are located nearby.
Beautiful 3BR, Rare Find, Clean & Guest Favorite
Enjoy a taste of New England in Historic Guilford Ct

Enjoy a taste of New England in Historic Guilford Ct

Guilford
Book a stay at this golf vacation home in Guilford. Enjoy a garden, patios, and cable/satellite TV service. Popular attractions Hyland House Museum and Guilford ...
Enjoy a taste of New England in Historic Guilford Ct
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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.

Middlefield Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Middlefield vacation homes are the perfect way for you to wing it.

Holiday houses in Middlefield let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Middlefield in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Middlefield adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Middlefield with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Middlefield vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Middlefield Holiday Homes essential information

Accommodation
263 Holiday Homes
Lowest Price
NZ$181
Highest Price
NZ$1,982
Popular accommodation
McAngel Haven: 5 mins from Yale, Amazing Lakefront Property, NEW-Another Fun Downtown Location 1st floor, 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., Near Yale with Game Room, Family Stays: Middletown, CT, Beautiful 3BR, Rare Find, Clean & Guest Favorite, Enjoy a taste of New England in Historic Guilford Ct

Top trending hotels in Middlefield

New Haven Hotel

New Haven Hotel

3.5 out of 5
229 George Street, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$236 per night from 2 Mar to 3 Mar
NZ$236
includes taxes & fees
2 Mar - 3 Mar
Stay at this 3.5-star business-friendly hotel in New Haven. Enjoy free WiFi, a fitness center, and parking (surcharge). Our guests praise the helpful staff and ...
New Haven Hotel
Omni New Haven Hotel at Yale

Omni New Haven Hotel at Yale

4 out of 5
155 Temple St, New Haven, CT
Fully refundableReserve now, pay when you stay
The price is NZ$302 per night from 17 Mar to 18 Mar
NZ$302
includes taxes & fees
17 Mar - 18 Mar
Stay at this 4-star business-friendly hotel in New Haven. Enjoy 2 restaurants, breakfast (surcharge), and room service. Our guests praise the helpful staff and ...
Omni New Haven Hotel at Yale
The Capitol Hotel, Ascend Hotel Collection

The Capitol Hotel, Ascend Hotel Collection

3 out of 5
440 Asylum St, Hartford, CT
Fully refundable
The price is NZ$181 per night from 24 Feb to 25 Feb
NZ$181
includes taxes & fees
24 Feb - 25 Feb
Stay at this 3-star business-friendly hotel in Hartford. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Our guests praise the breakfast and the ...
The Capitol Hotel, Ascend Hotel Collection
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Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

3 out of 5
20 Dwight Street, New Haven, CT
The price is NZ$220 per night from 9 Mar to 10 Mar
NZ$220
includes taxes & fees
9 Mar - 10 Mar
Stay at this 3-star business-friendly hotel in New Haven. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the helpful staff and ...
Cambria Hotel New Haven University Area
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See all available properties in Middlefield
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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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^Subject to availability and chosen travel dates.