Vacation rentals in Enfield

4.96 out of 5 average rating, 186 reviews

Guest suite in Agawam

The Waters Edge

Entire 1st floor, private Guest Suite in a contemporary home located on the scenic Ct River. Centrally located btwn Bstn & Htfd. 1 mile to Six Flags, 10-15 min to Suffield Academy, The Big E, Eastern States Exposition, Bradley Intnl Airport, MGM, bsktbl & volybl Hall of Fame, 30-40 min The Bushnell, 5 College Campus area. The CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views. Rest's, museums, hiking, shopping & more. NO SMOKING PROPERTY.

5 out of 5 average rating, 133 reviews

Guest suite in Enfield

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

Oversized 1800sf apartment is a 2-story unit, front half of a 200-year-old former schoolhouse in Enfield's historic district. The antique colonial is set up as a side-by-side duplex with private apartment occupying the front 1/2 of house & the owner's unit in the back with a separate driveway entrance & door. EXTRAS: ❋ PRIVATE USE OF POOL & PATIO ❋ KEYCODE CHECK-IN ANYTIME ❋ COFFEE/TEA BAR WITH EVERYTHING NEEDED ❋ POPCORN MACHINE, SNACKS & DRINKS ❋ 4 TVs: YOUTUBE TV, MAX, NETFLIX, WIFI

4.98 out of 5 average rating, 109 reviews

Cottage in Southwick

4 Kayaks Fire Pit & Lake Views from Hot Tub

Congamond House is the perfect lake home getaway. Kayak the calm North Pond. Get your breathtaking pics of the surrounding wildlife. Cuddle up on the deck and enjoy the stars or relax in the hot tub under the deck while gazing upon the lake. This 1500 sq ft cottage is the perfect size for 2 families. (4 adults w/4 kids or 6 adults) Minutes from Six Flags Amusement Park, the Big E and the Basketball Hall of Fame 4 Kayaks that seat 6. Paddles and life vests provided 20 min. from Bradley Airport

Apartment in Windsor Locks

4.85 out of 5 average rating, 166 reviews

Apt near Big E, Six Flags, Bradley airport

Welcome to our charming and stylish upstairs apartment, perfect for a cozy retreat! Enjoy the privacy of having the entire space to yourself. Access the apartment directly through the back entrance, up the outdoor staircase. We're conveniently located just a 10-minute drive from Bradley International Airport. Inside, you'll find: - A comfortable bedroom with a Queen-sized bed, complete with fresh linens - A fully stocked kitchen, equipped: Pots, pans, baking dishes, etc Washer and dryer

Place to stay in Coventry

4.99 out of 5 average rating, 109 reviews

Get Away Rock Farm Suite UConn Best Rated Clean

The Get Away Studio Suite on Rock Farm” is a quiet, safe, airy 600 sf open floor plan with 9ft ceilings. Peaceful secluded country setting 600ft in woods. Enjoy the comfy king bed, sofa bed, kitchen, dining, living area & full bath. All Sundries & amenities. DIY breakfast on us! Near malls, shopping, lakes, 13 min UCONN, 20 min Hartford, trails & parks only mins away. WE ARE 5 ⭐️ RATED CLEAN with excellent hospitality. Need more space? See The Hide Away https://www.airbnb.com/h/atrockfarm

4.97 out of 5 average rating, 245 reviews

Loft in Tolland

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

4.9 out of 5 average rating, 191 reviews

Cottage in Windsor

In-law apartment in Farmington River Cottage

If you are craving a getaway with a special someone, this space is meticulously clean and an opportunity to practice social distancing while relaxing and enjoying the Farmington River. Only 15 minutes from Bradley airport, 5 minutes from the train and I91. Nature, dining, all within a comfortable drive. You get it all here! Private space with its own entrance, one bedroom and newly updated bathroom, a cozy living room with fireplace in a Garden Level Unit. Off street parking available.

4.98 out of 5 average rating, 110 reviews

Apartment in Wilbraham

Western Mass Retreat!

Western Mass Retreat! Come relax and unwind in this updated retreat and check out all the amazing things that Western Mass and Northern CT have to offer. Enjoy the cozy reading nook, outdoor space, or a relaxing dinner in at the dinette table. Centrally located near multiple colleges and universities, two miles from Wilbraham & Monson Academy, ten minutes from GreatHorse and close to many one-of-a-kind events and experiences. Please message me with any questions.

4.89 out of 5 average rating, 975 reviews

Home in Feeding Hills

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, ok for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

4.98 out of 5 average rating, 174 reviews

Home in Agawam

Sunrise on the Water's Edge - Riverside Bungalow

Cozy riverside bungalow celebrates panorama views of the peaceful Connecticut River. Multiple levels of outdoor living space, open-air and screened-in. Just minutes from all major points of interest in the Pioneer Valley - including Six Flags New England, MGM Casino Complex, Big E Fairgrounds, Basketball Hall of Fame, and the Greater Springfield Metro area. Only 20 minutes from Bradley International Airport (BDL) in Windsor Locks.

Guest suite in East Granby

4.85 out of 5 average rating, 357 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

4.89 out of 5 average rating, 199 reviews

Cottage in Granby

The Little Red Schoolhouse ~ Circa 1877

This wonderful old building is listed on the National Register of Historic Places and operated as the District 9 schoolhouse until 1948. Now, this beautiful piece of history is available for you to enjoy! Located in the picturesque West Granby, Connecticut, this little schoolhouse directly abuts hundreds of acres of open space, Granby Land Trust property, and several organic farms.

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Popular amenities for Enfield vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Enfield

5 out of 5 average rating, 3 reviews

Home in Enfield

Nest&Rest Escape

DorsenRating, 5 stars3 days ago

My girlfriend and I had a truly lovely stay at this B&B. From the moment we arrived, it was clear the space was maintained with great care—the place was absolutely pristine. The amenities were thoughtful and well-appointed, making the entire stay feel effortless and comfortable. We especially appreciated the privacy of the location—it felt like our own peaceful retreat, tucked away just enough to disconnect while still being accessible. The hosts went above and beyond to accommodate us, even setting aside a beautiful arrangement of flowers for my girlfriend’s birthday. It was a thoughtful gesture that did not go unnoticed. Communication was excellent throughout—responsive, clear, and genuinely warm. Every interaction felt intentional, with attention to detail that made us feel welcome and valued. Highly recommended for couples looking for a quiet, intimate escape with top-tier hospitality.

4.84 out of 5 average rating, 49 reviews

Cottage in Enfield

Lakefront Lovely Cottage

LisaRating, 5 stars3 weeks ago

Our family had a lovely stay at Brenda's cottage for a college graduation. The place is older and quaint but very comfortable and the location was beautiful. It was just as described. We enjoyed both the upper and lower patios, the sunroom, and the beautiful lake view. Overall a perfect weekend and we would definitely stay here again.

4.95 out of 5 average rating, 61 reviews

Home in Enfield

Cozy First Floor Living Nestled in the Woods

ErikaRating, 5 stars2 weeks ago

We loved our stay in Stacy’s cozy, clean, and pet-friendly home! Our furbaby felt right at home and enjoyed the dog toys. Host was responsive and accommodating. Peaceful, and very beautiful home in a nice area. Highly recommend!

4.99 out of 5 average rating, 821 reviews

Guesthouse in Granby

Windy Top Cottage ~ A Romantic "European" Getaway

KristenRating, 5 stars5 days ago

Loved our short stay at the Windy top Cottage. The place was so cozy.. loved the stone work, the fireplace and all of the unique decorations. We must of missed the part about no tv, but it ended up making our stay even more peaceful and quiet.. just what we needed! Ken was very responsive and so friendly.. welcoming us as we came and saying goodbye as we left. The area is stunning with walking trails and yummy places to eat. Just wish we had more time to explore. Highly recommend this unique place to stay!

4.8 out of 5 average rating, 65 reviews

Home in Ellington

Cheerful 3 bedroom home with large back yard

SusanRating, 5 stars1 month ago

There was plenty of room for our whole family with space to be together and have privacy if needed. We loved the backyard where we played corn hole that we brought and had a fire. The roads are safe for walking. Andrew was responsive to one minor issue we had which was very much appreciated! I would highly recommend a stay at this spot!!

4.77 out of 5 average rating, 31 reviews

Home in Enfield

RiverView Oasis

HeatherRating, 5 stars3 weeks ago

Great place to stay. This couple paid very good attention to detail and left all the little things that would help make your stay so much easier. The stocked mini-fridge, candy dish, welcome sign, even extra toiletries, made the stay so much smoother. The washer and dryer were so helpful and we were really grateful for that. The back yard was overgrown when we first got there and they were super responsive and sent someone out within a day or 2. They were so friendly and so quick to answer any questions or address any issues. We would definitely stay at their place again, as it really did have all the comforts of home. We met the neighbors on either side of us as well and they were so kind. We traveled to watch our daughter graduate from grad school and not having to constantly worry about the little things or our safety really made it a great few days!

Guest suite in South Windsor

4.85 out of 5 average rating, 163 reviews

Private Spacious Suite with Private entrance!

JustinRating, 5 stars2 weeks ago

Really thoughtfully set up space. I didn’t get a chance to use the office space, but I was impressed they thought of that. The bathroom was a nice size. The shower was a bit of a puzzle but once it worked it was beautiful. I would recommend this stay to anyone. Beautiful home.