
Vacation rentals in Bloomfield
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Top-rated vacation rentals in Bloomfield
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Guest favourite

Guesthouse in Southbury
4.93 out of 5 average rating, 318 reviewsCharming Guest Cottage with Modern Amenities
CarolineRating, 5 stars3 months ago
John’s place was the perfect respite for our multi-day stay! The clean and cozy space is perfectly situated close to trails and parks for our Australian shepherd, but only a short drive to all the shopping you’d need (e. g. ShopRite for groceries and necessities). We thoroughly enjoyed our stay and know you will too!
Superhost

Apartment in Great Barrington
4.78 out of 5 average rating, 18 reviewsWriter's retreat: study, books, fireplace (Ecobnb)
MelaRating, 5 stars5 months ago
The location and space were great! I worked remotely during most of my stay and was very comfortable with my set up. The dining table was a perfect desk, with good lighting and wifi! Slept well due to it being so quiet at night. A positive experience overall.
Top guest favourite

Home in Granby
5 out of 5 average rating, 7 reviewsLake house retreat Granby CT
DianeRating, 5 stars1 week ago
We were in the area to meet our son's fiance's extended family. Nathania's home was perfect! We had 7 adults and 5 little boys ages 9, 7, 5, 2, and 2 months. There was plenty of space to spread out and enjoy the time together. The hot tub, kayaks, and foosball table were especially popular! We were able to host a family dinner with guests which was wonderful. Everything we needed for preparation was readily available. Lots of beautiful parks, playgrounds, hiking areas. Plenty to keep everyone entertained! Nathania was extremely kind, gracious, and responsive to questions. We had absolutely zero issues. So grateful for a wonderful vacation. Thank you for sharing your idyllic home with us. We hope to visit again!!!
Top guest favourite

Home in Andover
4.98 out of 5 average rating, 55 reviewsSpacious Classic Lakefront Home with jet tub
CasimirRating, 5 stars3 months ago
I came here in the dead of winter for a writer's retreat with a fellow writer- AND I WOULD DO IT AGAIN! It was a beautiful and inspiring place to write. Perched on Andover Lake, it was too cold to frolic outside but that was actually liberating. There was a rocking chair-ottoman combo in the master bedroom looking out on the lake and watching it freeze while I worked on some writing was so peaceful and perfect. When I needed to switch it up, there was a writer's desk with the same view and I can not overstate how nice and productive it was to work from it. I am sure in the summer it's a really fun stay (there were kayaks and a dock for swimming) but I actually loved being isolated in such an idyllic place. It's near a few other homes but the road was low traffic enough for a cold weather run around half the lake. Marcie was super helpful with suggestions for places to eat. We didn't actually use the recs - but that only speaks to how nice the house was and how hard it was to leave!
Superhost

Apartment in Chester
4.77 out of 5 average rating, 196 reviewsQuiet getaway in the Berkshires
SebastianRating, 5 stars1 month ago
Very cozy apartment in a great location between Pioneer Valley and the Berkshires.
Superhost

Cabin in Lebanon
4.86 out of 5 average rating, 14 reviewsCasa Lago
JillianRating, 5 stars7 months ago
I didnt want to leave this little cabin in the woods. It felt rustic but had all the modern amenities you would expect in a home. From the rocking chairs on the porch to the comfy beds, there is nothing I could complain about, even if I tried. Marilyn gave excellent suggestions of places to eat and local current events. We left with fall apples, bellies full of clam chowder, and gigantic smiles!!! We have already started planning our return!
Guest favourite

Home in Otis
4.92 out of 5 average rating, 153 reviewsThe Pinnacle House at Otis Ridge Ski Area!
AmyRating, 5 stars2 months ago
Welcoming, tidy and clean home. Fully functional and amenable to families with young children. A perfect winter getaway spot given its proximity to Otis Ridge. Extremely easy to ski in and ski out. Mary Kay is a lovely host- extremely responsive, helpful and flexible.
Top guest favourite

Bungalow in Old Lyme
4.94 out of 5 average rating, 306 reviewsPet Friendly Bungalow!!!
BrittanyRating, 5 stars3 days ago
June and her bungalow emanated an inviting warmth from the very beginning. My partner and I were looking for a peaceful getaway with our pup, and we were thrilled to see such a beautiful, affordable, pet friendly option by the water. I then saw that it was just 15mins from my grandmother in Waterford, so we would be able to visit with her, too! We exchanged friendly messages right after booking, and I immediately felt confident and comfortable with our decision to stay at her place. June was incredibly thoughtful and seemed to think of everything! She sent a message earlier in the week ahead of the booking to let us know she was preparing for our stay and to share excitement on the beautiful forecast. She was flexible and communicative on check in/check out times, and wished us well throughout her stay. We felt truly at home upon arrival. You can tell this bungalow has been loved and cared for, and that many good times have been shared. Very positive and serene energy. 🌅♥️🐾
Quick stats about vacation rentals in Bloomfield
Total rentals
60 properties
Nightly prices starting at
$28 CAD before taxes and fees
Total number of reviews
2.2K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Yale University
- Foxwoods Resort Casino
- Catamount Mountain Ski Resort
- Ocean Beach Park
- Quotonset Beach
- Six Flags New England
- Giants Neck Beach
- Woodmont Beach
- Clinton Town Beach
- Walnut Public Beach
- TPC River Highlands
- Taconic State Park
- Thunder Ridge Ski Area
- Shennecossett Beach
- Attawan Beach
- Mohawk Mountain Ski Area
- Bushnell Park
- Mount Sugarloaf State Reservation
- The Connecticut Golf Club
- Burwells Beach
- Fort Trumbull Beach
- Bayview Beach
- Wildemere Beach
- Barbara Pine Memorial Beach