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Middlefield Vacation Rentals

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Oct 28 - Oct 29
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Nov 7 - Nov 9

Vacation Rentals in Middlefield

Exterior
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (76)
"Very nice cabins "
United States
Jairo
$189 nightly
The price is $217
Oct 29 - Oct 30
Total with taxes and fees
Postcard Cabins Machimoodus, Outdoor Collection by Marriott Bonvoy
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Furnished Apartments by Hyatus Downtown at Yale
3.5 star property
9.6 out of 10, Exceptional, (59)
"Loved our stay here. "
United States
Christina
Luxury Furnished Apartments by Hyatus Downtown at Yale
Seasonal outdoor pool
Luxury Apartments by Hyatus at Pierpont
Luxury Apartments by Hyatus at Pierpont
4.0 star property
9.4 out of 10, Exceptional, (21)
"Excellent location downtown and close to yale. A lot of complimentary amenities and activities. Very nice size rooms. A nice residential feel for a weeks stay."
United States
Brian
Luxury Apartments by Hyatus at Pierpont
Smart TV
1-bedroom cottage with Grove Beach 🏖️ access.
1-bedroom cottage with Grove Beach 🏖️ access.
9.2 out of 10, Wonderful, (34)
"Cottage itself clean, but sewage smell in bathroom. Surrounding property derelict motel with ongoing consruction. "
United States
michelle
$155 nightly
The price is $176
Nov 4 - Nov 5
Total with taxes and fees
1-bedroom cottage with Grove Beach 🏖️ access.
Outdoor dining
DIRECT WATERFRONT with awesome views and near Yale
DIRECT WATERFRONT with awesome views and near Yale
10.0 out of 10, Exceptional, (2)
"Great place to stay! Easy for an overnight for a family wedding!"
United States
Phoebe T.
$406 nightly
The price is $459
Nov 6 - Nov 7
Total with taxes and fees
DIRECT WATERFRONT with awesome views and near Yale
Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford
Lux Boutique Large Private LOFT Pratt St Hartford
8.4 out of 10, Very Good, (21)
"Location was great. Lots of things to do and many nearby options for eating and drinks. View was disappointing—dark and one window facing a brick wall. Biggest complaint was neighbors and noise—first two nights there was loud music and parties until early morning hours."
United States
Mike and Jaime R.
$144 nightly
The price is $163
Oct 29 - Oct 30
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
Fridge, microwave, oven, stovetop
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
9.0 out of 10, Wonderful, (2)
"The location is fabulous to the convention center is fabulous!"
United States
Anonymous traveler
$209 nightly
The price is $236
Oct 29 - Oct 30
Total with taxes and fees
XL Center 1-BR Condo|DWNTN Hartford|Easy Parking
WiFi, bed sheets
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Totally Private Cozy studio in awesome Hartford with WiFi, AC
8.6 out of 10, Excellent, (11)
"Great!"
United States
Sahai S.
$135 nightly
The price is $152
Nov 26 - Nov 27
Total with taxes and fees
Totally Private Cozy studio in awesome Hartford with WiFi, AC
Exterior
Shoreline Oasis
Shoreline Oasis
9.2 out of 10, Wonderful, (7)
"A very comfortable, clean, convenient apartment close to the shore and all the natural attractions near Madison and Clinton. We particularly appreciated that the owners quickly replaced the bedroom air conditioner when it broke. Great hosts!"
United States
Julie
$230 nightly
The price is $261
Oct 29 - Oct 30
Total with taxes and fees
Shoreline Oasis
Fridge, microwave, oven, stovetop
Modern Condo|DWNTN Hartord| XL Center| GYM
Modern Condo|DWNTN Hartord| XL Center| GYM
4.0 out of 10, (2)
"The location was fantastic.Check-In, Parking and Check-Out easy.The images of the condo were misleading.- cockroaches were present- Floors were not swept- sofa bed sheets were still on bed and unwashed- makeup on the pillow cases from the pullout couch and the hair dryer bag- bedside furniture had broken drawers- one kitchen chair was extremely wobbly- kitchen table light did not workWe will not staying here again."
United States
KarBen F.
$212 nightly
The price is $240
Oct 29 - Oct 30
Total with taxes and fees
Modern Condo|DWNTN Hartord| XL Center| GYM
Property grounds
Humble Abode #2
Humble Abode #2
2.0 star property
$116 nightly
The price is $130
Oct 29 - Oct 30
Total with taxes and fees
Humble Abode #2
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Waterfront Cottage in Branford
Waterfront Cottage in Branford
10.0 out of 10, Exceptional, (97)
"Such a beautiful home and amazing views! Stayed here with friends for a wedding and it was the most ideal. "
United States
Bradie S.
Waterfront Cottage in Branford
Fridge, microwave, oven, stovetop
Private Apartment in Berlin
Private Apartment in Berlin
2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
$281 nightly
The price is $318
Oct 29 - Oct 30
Total with taxes and fees
Private Apartment in Berlin
Exterior
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
10.0 out of 10, Exceptional, (35)
"Very much enjoyed our stay!"
United States
Barb D.
$350 nightly
The price is $397
Nov 3 - Nov 4
Total with taxes and fees
Walk to Beach! Modern Carriage House - Near Town - Deck, Fire Pit & Grassy Lawn
1 bedroom, WiFi, bed sheets
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
2.0 star property
9.0 out of 10, Wonderful, (2)
"Great communication and easy check in, would recommend "
United States
Ethan R.
$115 nightly
The price is $129
Oct 30 - Oct 31
Total with taxes and fees
Private Third-Floor Attic Apartment Full Kitchen • King Bed • Backyard Access
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
10.0 out of 10, Exceptional, (6)
"The space was clean and light, great finishes. The home felt comfortable and was easy to find. Thank you for a wonderful weekend. "
United States
Lara S.
$217 nightly
The price is $245
Oct 30 - Oct 31
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Exterior
Charming Studio| Near Yale| Downtown New Haven
Charming Studio| Near Yale| Downtown New Haven
9.0 out of 10, Wonderful, (9)
"A great place to stay during reunions! Prime campus-adjacent location, an easy walk to all things on campus!"
United States
Jason K.
$204 nightly
The price is $204
Oct 29 - Oct 30
Total with taxes and fees
Charming Studio| Near Yale| Downtown New Haven
Interior
Stunning Apt W/ Parking and Gym | Downtown at Yale
Stunning Apt W/ Parking and Gym | Downtown at Yale
10.0 out of 10, Exceptional, (46)
"High quality experience, walking distance to all we needed, clean and spacious. Excellent support and communication from the hosts, would stay again."
United Kingdom
Coco N.
Stunning Apt W/ Parking and Gym | Downtown at Yale
Dining
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
10.0 out of 10, Exceptional, (71)
"Great family get together where we all were very comfortable. "
United States
Leanne B.
Exclusive Weekend Fall Sale here Waterfront Beach Home🏖️Hot Tub+Stunning Views
Fridge, microwave, oven, stovetop
Modern Comfort - 2BR Spacious Suite - Near Yale
Modern Comfort - 2BR Spacious Suite - Near Yale
10.0 out of 10, Exceptional, (1)
"Apartment was cozy and the kitchen fully functional. The host was very nice, responsive and thoughtful. We would definitely recommend or stay again ourselves. "
United States
Sochi N.
Modern Comfort - 2BR Spacious Suite - Near Yale
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

Cambria Hotel New Haven University Area

Cambria Hotel New Haven University Area

10/10 Excellent
"Clean and comfortable. Helpful staff and convenient location to local businesses. "
Nancy 1-night trip
Posted 11 hours ago
Cambria Hotel New Haven University Area

Find out more about Middlefield

Everything you need to know about Middlefield vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlefield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlefield vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlefield vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlefield. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlefield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $129 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlefield rentals

At Expedia, we put the best Middlefield vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlefield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlefield vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlefield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Middlefield?

Yes, there are vacation rentals close to popular local attractions in Middlefield, or you can go with a secluded option if you're looking for a relaxing stay. Middlefield is known for its golf courses and waterfalls. Make sure you have time to check out the ski areas and restaurants during your trip.

What are some of the best vacation rentals in Middlefield?

Private Apartment in Berlin: This vacation home rental outside of Middlefield is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Middlefield?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Middlefield stay.

What’s there to see and do in Middlefield?

Lake Beseck Beach and Wadsworth Falls State Park are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Lyman Orchards and Powder Ridge Mountain Park and Resort.

What’s a vacation rental in Middlefield like?

A vacation rental is a private property you can book for a couple of days or more in Middlefield. Vacation rentals provide amenities like kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.