
Holiday rentals in Enfield
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Top-rated holiday rentals in Enfield
Guests agree: these stays are highly rated for location, cleanliness and more.

Great Home Office and Chef's Kitchen in Longmeadow
Spacious 3BR/1.5BA home with one king & two queen beds, with three Roku TVs & AC. Chef's kitchen is fully stocked and features SubZero fridge, and new appliances. Expansive office with dual monitors & printer, perfect for remote work. Relax in the living room with a 75" TV or unwind in the fully fenced-in backyard with hammock & gazebo. Basement bedroom with private half-bath. Garage and driveway parking included. Relax with the whole family at this peaceful place to stay. The home has stairs.

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

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!

Nest&Rest Escape
Nest&Rest Escape is a perfect blend of comfort and convenience. Located 15 minutes from Bradley Airport and MGM Springfield Casino, and a quick 15-minute drive to Six Flags, 20 minutes to the Holyoke mall, 5 minutes drive to shopping and restaurants. 15-minute drive to Baystate Hospital. Rest& Nest Escape is ideally situated for both adventure rest and relaxation. Whether you're a professional seeking a quiet space or an adventurer looking for nearby activities. We got you!

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.

Modern Cozy Studio
Experience the perfect stay in this cozy studio, nestled in the heart of Broad Brook. You'll be conveniently close to local restaurants, the Opera House, and just a short drive from Bradley International Airport, Hartford, CT, and Springfield, MA. Plus, we're pet-friendly! Enjoy direct access to Mill Pond and easy ground-level entry. There are no additional cleaning costs. As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Relax By The Water
Take it easy at this unique and tranquil getaway. Just 20 minutes from downtown Hartford, 5 minutes from Bradley airport, and conveniently close to the Loomis Chaffee school, you’ll have our entire two bedroom, two bath riverfront home to enjoy. Take in the views from the expansive balcony, enjoy a meal in the waterside dining room, or work from home in the dedicated office space. Two queen beds and a sleeper sofa sleep six comfortably. Don’t miss it!

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.

Premium Private Suite • Entry • Wrkspace • Parking
Welcome 🙏 to our premium private guest suite, designed for comfort, privacy, and a seamless stay. Enjoy a spacious, hotel-style retreat with a separate private entrance, easy self check-in, fast Wi-Fi, dedicated workspace, and free parking—ideal for couples, business travelers, and extended stays. Quiet, beautifully maintained, and thoughtfully designed for a stress-free experience 😊.

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!

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
Sunny Bedroom in Cozy Bungalow

Quaint charm in a historic farmhouse (girls only)

Large Sunny Room in Forest Park

Sunny room with private bathroom

Clean and Simple with Desk

PVT. ROOM in Charming Home outside Dtwn Hartford.

Simple living in Suffield

“Express Single Twin XL” Crash Pad
When is the best time to visit Enfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 110 | € 110 | € 113 | € 119 | € 121 | € 127 | € 131 | € 131 | € 129 | € 133 | € 124 | € 116 |
| 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 House Rentals in Enfield?
Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with free parking, over 30 homes with wifi, over 30 homes with a kitchen, over 20 homes with air conditioning, 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 hotel rentals in Enfield have air conditioning?
Absolutely! We offer over 10 hotel 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 € 42 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
- Catamount Mountain Ski Resort
- TPC River Highlands
- Brownstone Adventure Sports Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Bushnell Park
- Brimfield State Forest
- Norman Rockwell Museum
- Bousquet Mountain Ski Area
- Mount Southington Ski Area
- Sleeping Giant State Park
- Bright Nights at Forest Park
- Mohawk Mountain Ski Area
- Wintonbury Hills Golf Course
- Bigelow Hollow State Park
- Butternut Ski Area and Tubing Center
- Talcott Mountain State Park
- Mount Sugarloaf State Reservation
- Beartown State Forest
- Hartford Golf Club
- Dinosaur State Park




