
Holiday rentals in Enfield
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Top-rated holiday rentals in Enfield
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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

Cozy Hilltown Cottage
Enjoy a peaceful stay in this cozy, creative space. Set on 10 acres of gardens and woods, this cottage is perfectly located to explore Western Massachusetts - with places like MASS MoCA, Shelburne Falls, Tanglewood and Northampton all within a 30min to 1 hour drive. Upstairs is a queen bed and full bath, while downstairs features a functional kitchen, work desk, grand windows, and a living space with full sleeper sofa. We live in the main house on property but respect your privacy-see photos!

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

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!

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.

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.

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.

Close AirPort|SixFlags|Big E|Free Private Parking
Escape to Pineside Retreat in Enfield, CT—a tranquil haven blending comfort and nature. Conveniently located 20 minutes from Bradley Airport and MGM Springfield Casino, 15 minutes from Six Flags, 22 minutes from Holyoke Mall, 5 minutes from Scantic River State Park, and 10 minutes from Windsor Locks Canal State Park. Perfect for professionals or adventurers seeking relaxation in a cozy, rustic-modern retreat.

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

Windy Top Cottage ~ A Romantic "European" Getaway
The Windy Top Cottage is an old stone building constructed in 1932 by H. L. Bitter, a wealthy Hartford businessman. This area of Granby was a favorite of the Hartford elite for a place to 'summer' in the early part of the 20th Century. The cottage was the quarters for the domestic staff while the family was in North Granby. With an elevation of 970, we offer clean, fresh country air!

Treehouse - Countryside - Farm Animals - Fire Pit
Escape to the stars in the Private Treehouse nestled among the trees at Bluebird Farm Connecticut. Amenities: ● 100+ Mbps Wi-Fi | Outdoor Fire Pit | Indoor Fireplace ● Interaction w/ Farm Animals | Year-Long Running Water (Sink/Shower) ● Kitchenette | AC in Unit | Free Coffee | Board Games | Books Drive To UCONN (10 Mins) | Hartford (30 Mins) | Boston (1 Hour) | NYC (2.5 Hours)

FROG Suite Apartment
Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.
Popular amenities for Enfield holiday rentals
Other great holiday rentals in Enfield

Private In-law Apartment

Sunny room with private bathroom

Simple living in Suffield

Charming & Cozy

Nice space, Quiet place, Easy Access: Room 2

The Blue Room

Forest-View Room + Private Bath

The (Great Escape) Near Bradley Airport & Hartford
When is the best time to visit Enfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $168 SGD | $168 SGD | $172 SGD | $181 SGD | $183 SGD | $194 SGD | $199 SGD | $199 SGD | $196 SGD | $202 SGD | $189 SGD | $176 SGD |
| Avg. temp | -3°C | -1°C | 3°C | 10°C | 16°C | 20°C | 24°C | 23°C | 18°C | 12°C | 6°C | 0°C |
Frequently Asked Questions
Do house rentals in Enfield have wifi?
Absolutely! We offer over 30 house rentals with wifi in Enfield. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Hotel Rentals in Enfield?
Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in hotel rentals in Enfield?
Experience the best of Enfield with our hotel rentals, starting at about $90 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there pet-friendly vacation rentals in Enfield?
Four-legged friends are welcome in Enfield. Choose from more than 30 vacation rentals for guests traveling with pets.
Are there Enfield vacation rentals on Airbnb with pools?
Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Enfield, available on Airbnb. Make a splash and soak up the sun in style!
Do house rentals in Enfield have air conditioning?
Absolutely! We offer over 20 house rentals with air conditioning in Enfield. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Enfield have free parking?
Absolutely! We offer over 30 house rentals with free parking in Enfield. Enjoy a tailored experience with all the comforts you desire.
Where should I stay in Enfield?
Make yourself at home in Enfield by choosing from our most frequently booked neighborhoods. We have over 70 vacation rentals in Southwood Acres, over 70 vacation rentals in Thompsonville, and over 70 vacation rentals in Sherwood Manor.
Are there family-friendly vacation rentals in Enfield?
Enfield has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Are there vacation rentals with a dedicated workspace in Enfield?
Yes! Work meets play with ease at over 40 vacation rentals in Enfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
Quick stats about holiday rentals in Enfield

Total holiday rentals
Explore 60 holiday rentals in Enfield

Nightly prices starting at
Enfield holiday rentals start at $65 SGD per night before taxes and fees

Verified guest reviews
Over 2,790 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
60 of Enfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Enfield rentals

4.7 Average rating
Enfield stays receive an average rating of 4.7 out of 5 from guests
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- Foxwoods Resort Casino
- Six Flags New England
- Berkshire East Mountain Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Bushnell Park
- Brimfield State Forest
- Norman Rockwell Museum
- Bright Nights at Forest Park
- Sleeping Giant State Park
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Butternut Ski Area and Tubing Center
- Mohawk Mountain Ski Area
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation
- Beartown State Forest
- Dinosaur State Park
- Hartford Golf Club




