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Middlefield Vacation Rentals

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Browse Select Middlefield Vacation Homes

Cozy 2 bedroom home located minutes from downtown

9.6 out of 10, Exceptional, (29)
"Perfect stay for the Yale-Harvard game. "
Cozy 2 bedroom home located minutes from downtown

Cozy 3 bedroom minutes from Yale and the beach

7.4 out of 10, Good, (3)
"The inside was very clean, the back patio/garden area is cute, but the pool was green by day two. Overall we enjoyed our time here"
Cozy 3 bedroom minutes from Yale and the beach

Grammy's Famous Lake House Retreat w/ Private Waterfront Access

9.2 out of 10, Wonderful, (15)
"Very comfortable rockers and Adirondack chairs make it easy to relax and enjoy the lake view. Our bed was comfortable, and Nile supplied all we needed with linens and soaps. We appreciated all the space and large dining table. Lake is beautiful. Very enjoyable stay. Exceptional communication with our host. "
Grammy's Famous Lake House Retreat w/ Private Waterfront Access

Walk to Wesleyan & Dwtn - New hot tub with outdoor TV

2.0 star property
10.0 out of 10, Exceptional, (7)
"Everything about our stay at this property was great. Communication, check-in, cleanliness, etc. The location is directly across the street from Wesleyan University which made my son's visit all the better. I will definately stay here again."
Walk to Wesleyan & Dwtn - New hot tub with outdoor TV

Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

10.0 out of 10, Exceptional, (139)
"Perfect location for a get-away! Beautiful location on the water. The cottage was cozy & had everything we needed. Very clean. Lots to do in the area. Host was very nice We had a great time and will absolutely be back! "
Studio, Private Beach, Kayak, Paddle board, Pool, Hot tub

The Beach Nest-Lux Cottage Steps to the Beach

9.8 out of 10, Exceptional, (6)
"This is exactly what we needed. Nice area, great place to walk, easy to relax. "
The Beach Nest-Lux Cottage Steps to the Beach

Gorgeous 4BR Beach House with Private Beach Access.

9.8 out of 10, Exceptional, (74)
"We loved our stay at this beautiful cottage. The entire experience was very smooth, from pre-check in to getting there and even offers to help with anything we needed in our stayThe cottage is very cozy and well-cared for. The rooms are comfortable and the Internet fast. There is a lot to do in the area, with New Haven nearby and many good restaurants."
Gorgeous 4BR Beach House with Private Beach Access.

Modern Luxury, The Perfect Getaway Awaits

10.0 out of 10, Exceptional, (2)
"Super clear, spacious, house looks just like the photos. Very easy communication with the host. Thank you!"
The price is CA $363
CA $683 total
includes taxes & fees
Aug 20 - Aug 21
Modern Luxury, The Perfect Getaway Awaits

Cozy Lakefront Bungalow w firepit/dock/kayaks

9.8 out of 10, Exceptional, (30)
"This is our second time visiting the area and staying at this beautiful home. It's close to many activities for children and adults, easy to access food and services and a beautiful overall area and home. We truly enjoy visiting!"
Cozy Lakefront Bungalow w firepit/dock/kayaks

Charming 3BR Hilltop House, Newly Remodeled with Arcade

10.0 out of 10, Exceptional, (27)
"Clean, Cozy and Comfortable "
Charming 3BR Hilltop House, Newly Remodeled with Arcade

Private Apartment in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
The price is CA $176
CA $561 total
includes taxes & fees
Sep 8 - Sep 9
Private Apartment in Berlin

Family Gem on Dyer Street

The price is CA $579
CA $1,276 total
includes taxes & fees
Aug 26 - Aug 27
Family Gem on Dyer Street

The Jewel of The Cove - Historic Coastal Retreat

2.0 star property
10.0 out of 10, Exceptional, (4)
"loved it so much, beautiful property 100 % would stay again "
The price is CA $348
CA $793 total
includes taxes & fees
Sep 7 - Sep 8
The Jewel of The Cove - Historic Coastal Retreat

Prime West Hartford Center: Timeless Charm

10.0 out of 10, Exceptional, (18)
"Very comfortable and clean accommodations in walking distance to stores and many restaurant options. Highly recommend for anyone needing lodging in West Hartford. "
Prime West Hartford Center: Timeless Charm

McAngel Haven: 5 mins from Yale

10.0 out of 10, Exceptional, (12)
"Had a wonderful but short stay in New Haven. Home.of PEZ and PIZZA . "
The price is CA $317
CA $723 total
includes taxes & fees
Aug 20 - Aug 21
McAngel Haven: 5 mins from Yale

Spacious 4-bedroom house with AC, WiFi in welcoming Guilford

10.0 out of 10, Exceptional, (2)
" The house was awesome, had an very good layout, great yard, nice deck and it was the perfect place for our group! Great communication with the owner!"
Spacious 4-bedroom house with AC, WiFi in welcoming Guilford

You and your Family deserve a break. Relax and enjoy lake front living

10.0 out of 10, Exceptional, (50)
"Every thing was great, nice property. Highly recommend."
You and your Family deserve a break. Relax and enjoy lake front living

Summer at the Haddam House

10.0 out of 10, Exceptional, (54)
"I enjoyed being close to the Connecticut River. There are also so many choices in the area to hike. Food close by was also good "
Summer at the Haddam House

7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

10.0 out of 10, Exceptional, (12)
"The house was as advertised and located in a really quiet neighborhood. The host was easy to work with and responded to me each time I texted her. If the opportunity ever comes up again, we would definitely stay at this property again."
7Mins to Yale I ENTIRE HOUSE I Large fenced yard I King bed I 3BR I Group Gather

Charming beach home, complete with pool & cozy guest house!

9.8 out of 10, Exceptional, (31)
"It was very comfortable and cozy, a very great place to spend with your loved ones, very spacious and had everything we needed to enjoy our stay."
Charming beach home, complete with pool & cozy guest house!
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