
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.

Cider House Cottage
Antique guest cottage on a becountry farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub

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

Water Forest Retreat -Octagon
Water Forest retreat is a very private 122ft.² electrified and heated cedar octagon next to a brook on 56 acres of forest with a pond, waterfall, marsh and hiking trails. Cozy up in this quiet comfortable space while listening to Goldmine brook while you sleep. Fire pit, heated outhouse with composting toilet, outdoor dining area, brook, pond and trail head are just steps away. We also have a TREE HOUSE and HIKER’S HAVEN house by the brook. Please click on our profile picture to read more.

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

Mountain Retreat close to Northampton & Amherst!
Come have this mountain top home situated on 150 secluded acres in beautiful historic Williamsburg all to yourselves!! If you want privacy within 10-20 minutes from Northampton, Hadley, and Amherst, then this cabin is perfect. Within walking distance, you will have access to trail systems for either your hiking or biking endeavors. You can stay and enjoy the peaceful nature of our home, sit on the massive deck while you gaze upon breathtaking views of the Pioneer Valley, or venture out.

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.

Cozy Haven: Convenience & Charm
Welcome to our charming Florence, Massachusetts Airbnb! Only 10 minutes from downtown Northampton, our newly renovated property blends comfort, convenience, and natural beauty. Our location provides swift access to Northampton's vibrant heart. Within a 10-minute drive, you'll be amid bustling streets with eclectic shops, superb dining, and a lively arts scene. Explore boutiques, galleries, and cafes that define Northampton's creative and entertaining spirit.

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.

Cozy studio loft
Escape to a peaceful wooded retreat in our cozy studio loft apartment, tucked away from the road and surrounded by nature. Large windows fill the space with natural light, and wildlife is often spotted nearby. Perfect for remote work, a relaxing getaway, or a short stay. Located just minutes from the University of Connecticut and close to antique shops, scenic countryside, and Stafford Motor Speedway.

Linny’s Lake House - with dock
Linny’s Lake House & Dock Access 🌲🌳 Charming Lakeside Home on South Pond Welcome to our newly renovated lake house tucked into a peaceful 3/4-acre wooded lot, naturally treated to keep mosquitoes and ticks to a minimum. The setting feels calm and restorative, with gentle breezes, shaded trees, and the charm of nearby tobacco fields adding to the sense of being away without being remote.

Cozy get-away!
This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing, TV-free space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

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!
Popular amenities for Enfield holiday rentals
Other great holiday rentals in Enfield

Secluded cabin with babbling brook

The lake house

The Hangar

Tiny House on Big, Pet-Friendly Farm

Ezekiel's Palace 24th

Historic Railroad Caboose - Unique CT Farm Escape

Historic Haskell House 1700s Get Away!

Cozy First Floor Living Nestled in the Woods
When is the best time to visit Enfield?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $167 SGD | $167 SGD | $171 SGD | $180 SGD | $182 SGD | $192 SGD | $198 SGD | $198 SGD | $195 SGD | $212 SGD | $189 SGD | $180 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
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.
How much does it cost to stay in house rentals in Enfield?
Experience the best of Enfield with our house rentals, starting at about $40 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 20 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Enfield?
Yes! Work meets play with ease at over 30 vacation rentals in Enfield featuring dedicated workspaces. Stay connected and productive in your home away from home.
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!
Where should I stay in Enfield?
Make yourself at home in Enfield by choosing from our most frequently booked neighborhoods. We have over 60 vacation rentals in Southwood Acres, over 60 vacation rentals in Thompsonville, and over 60 vacation rentals in Sherwood Manor.
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 a kitchen?
Absolutely! We offer over 30 house rentals with a kitchen in Enfield. Enjoy a tailored experience with all the comforts you desire.
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.
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.
Quick stats about holiday rentals in Enfield

Total holiday rentals
Explore 50 holiday rentals in Enfield

Nightly prices starting at
Enfield holiday rentals start at $51 SGD per night before taxes and fees

Verified guest reviews
Over 3,040 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Enfield holiday rentals include wifi access

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

4.8 Average rating
Enfield stays are highly rated by guests – averaging 4.8 out of 5!
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