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Vacation rentals in Enfield

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Quick stats about vacation rentals in Enfield

  • Total vacation rentals

    Explore 60 vacation rentals in Enfield

  • Nightly prices starting at

    Enfield vacation rentals start at $71 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,400 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    50 of Enfield vacation 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!

Top-rated vacation rentals in Enfield

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Superhost
A cozy studio space features a spacious bed with a light coverlet and decorative pillows. A neutral rug lies beneath, complementing the wooden flooring. Decorative wall art and plants are displayed throughout, while a workspace with a desk and chair is neatly arranged nearby.
Apartment in East Windsor
4.86 out of 5 average rating, 121 reviews

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. Your comfort is our priority! As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Top guest favourite
A spacious outdoor area is showcased, featuring a well-maintained lawn and a wooden deck leading to a white, single-story house. Surrounded by trees, the private yard includes a white picket fence, providing a sense of seclusion.
Guest suite in South Windsor
4.88 out of 5 average rating, 288 reviews

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 an stress-free experience 😊. **NO SMOKING of any kind (including cigarettes, vaping, e-cigarettes, marijuana, or any substances).

Top guest favourite
Tiny homes in Mansfield
5 out of 5 average rating, 20 reviews

Handcrafted Timber Frame Cabin Retreat

Escape to the woods and slow things down at this beautifully handcrafted timber frame cabin, tucked away among towering trees and nature’s quiet. Built with exposed beams, natural wood, and timeless craftsmanship, this cabin blends rustic charm with modern comfort—perfect for a romantic getaway, creative retreat, or unplugged weekend escape. Whether you’re looking to reconnect, recharge, or simply enjoy the beauty of the forest, this timber frame cabin offers a warm and memorable escape.

Top guest favourite
A charming brick exterior of the retreat features multiple large windows and a welcoming front entrance. Lush green grass surrounds the property, with decorative landscaping elements visible, including flowering plants. Solar panels are situated on the roof, reflecting an eco-friendly design.
Guesthouse in Enfield
4.95 out of 5 average rating, 97 reviews

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. Per-person pricing. Please select the correct number of guests when booking.

Superhost
A cozy bedroom showcases a plush bed topped with decorative pillows featuring a floral pattern. A wooden accent wall adds warmth, while a low dresser and round mirror complement the space. A wall clock and small decor items enhance the room's functionality and style.
Guesthouse in Agawam
4.8 out of 5 average rating, 51 reviews

Studio ADU Guesthouse near Six Flags

Get ready for thrills and adventure! 🏞️🏰 Our cozy retreat is the perfect base for your Six Flags getaway! 🚗 Located just minutes away from the park, our home offers: Comfortable bedroom with plush bed Fully equipped kitchen for meal prep Relaxing living area for downtime Parking for your convenience Unwind after a day of roller coasters and excitement, and get ready to do it all again the next day! 😎 Book your stay with us and make your adventure unforgettable! 🏠👍

Top guest favourite
A comfortable studio space is highlighted by a plush queen bed adorned with white bedding, positioned beside a cozy fireplace. Soft light is provided by a bedside lamp, while a fan offers air circulation. Neutral tones and warm accents create a welcoming ambiance.
Apartment in Wilbraham
4.99 out of 5 average rating, 156 reviews

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.

Top guest favourite
A serene riverside deck features two striped lounge chairs, positioned for optimal views of the Connecticut River. Lush greenery frames the scene, and flower pots add a touch of elegance. The wooden deck offers a natural and inviting space to relax by the water.
Home in Agawam
4.97 out of 5 average rating, 245 reviews

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.

Superhost
Bungalow in Longmeadow
4.77 out of 5 average rating, 252 reviews

Elegant 3BR Longmeadow Home| Sauna| Near Big E

Welcome to your peaceful Longmeadow retreat—perfect for families visiting loved ones, Springfield events, or trips to The Big E. This charming 3BR bungalow features a wood-burning fireplace, outdoor barrel sauna, private backyard, and uplifting artistic touches. Located across from a quiet park and minutes from Springfield, the MassMutual Center, and Eastern States Exposition, it offers a relaxing place to recharge after a busy day.

Guest favourite
A serene riverside deck overlooks the calm waters of the Connecticut River. The space features wooden railings and is surrounded by lush greenery, with a few bare trees reflecting the change of seasons. The peaceful landscape offers a quiet spot for relaxation.
Cottage in Enfield
4.84 out of 5 average rating, 199 reviews

Hilda’s Riverside Retreat

Amazing Newly renovated Airbnb! Nestled along the meandering, Connecticut River, beautiful veiw! “Just what the doctor ordered”. And just a stone’s throw away from Downtown Springfield, MGM and Hartford. Whether you are visiting the Knowledge Corridor to visit any of the 30+ universities and liberal arts colleges, business or pleasure, This waterfront property is cozy and offers every amenity you left at home!

Top guest favourite
The charming stone cottage features a vibrant blue door and flower boxes filled with colorful plants. Lush greenery surrounds the entrance, and original brick walkways lead to the home. Sunlight filters through the trees, creating a welcoming atmosphere outside.
Guesthouse in Granby
4.98 out of 5 average rating, 917 reviews

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!

Top guest favourite
The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.
Treehouse in Willington
4.92 out of 5 average rating, 531 reviews

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)

Guest favourite
Home in Tolland
4.94 out of 5 average rating, 284 reviews

The Carriage House

Private 1BR carriage house apartment in Tolland, CT, 5 min to I-84 and 15 min to UConn. Separate entrance with no shared spaces. Includes full kitchen, Wi-Fi, laundry, parking, and Level 2 EV charging. Sleeps up to 4 with optional queen mattress. Quiet wooded setting. Self check-in. No pets, smoking, or parties. Some light noise possible from upstairs unit.

Popular amenities for Enfield vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Enfield's top sights

Six Flags New England

192 locals recommend

Connecticut Trolley Museum

11 locals recommend

Powder Hollow Brewery

4 locals recommend

Other great vacation rentals in Enfield

Guest favourite
Home in Springfield
5 out of 5 average rating, 12 reviews

Lemnos Experience/Game RM/MGM/BigE/Garage/king bed

Top guest favourite
The open-plan kitchen and living area features modern wooden cabinetry and stainless steel appliances. A large kitchen island with seating is complemented by a cozy lounge space with a floral arrangement on a patterned rug. Natural light floods the space through sliding glass doors.
Guesthouse in Suffield
5 out of 5 average rating, 23 reviews

Home Away from Home

Superhost
A peaceful view of the cottage exterior is captured, highlighting the wooden deck facing the lake. The area is bordered by lush greenery, including tall trees and a neatly trimmed bush. The sky is bright and clear, contributing to the serene lakeside setting.
Cottage in Enfield
4.84 out of 5 average rating, 62 reviews

Lakefront Lovely Cottage

Guest favourite
A comfortable living area is arranged with a sectional sofa featuring a mix of decorative pillows. A coffee table is centered in the space, accompanied by a soft rug. Light streams in through the windows, enhancing the neutral color palette of the room.
Home in Enfield
4.94 out of 5 average rating, 82 reviews

Cozy First Floor Living Nestled in the Woods

Guest favourite
A two-story house features light yellow siding with blue shutters around the windows. The front yard is well-maintained, showcasing green grass and neatly trimmed bushes on either side of the entrance. A concrete driveway runs alongside the home.
Home in Enfield
4.94 out of 5 average rating, 17 reviews

Enjoy New England weather and comforts of home!

Top guest favourite
Tower in Amherst
5 out of 5 average rating, 15 reviews

The Silo | Architectural Retreat Near UMass

Top guest favourite
The historic red brick farmhouse is nestled among a field of vibrant yellow dandelions. A grassy area surrounds the house, which features multiple windows and a central door. Trees stand in the background, complementing the serene rural setting.
Home in Connecticut
4.96 out of 5 average rating, 80 reviews

Farmhouse Broad Brook: Comfort & Charm.

Superhost
Apartment in Agawam
4.78 out of 5 average rating, 77 reviews

2 bedrooms with movie theater.

When is the best time to visit Enfield?

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Frequently Asked Questions

  • What are the best places to stay in Enfield?

    Vacation rentals in Enfield's residential neighborhoods are frequently suggested for their quiet setting and proximity to parks or local shops. Areas near the town center make it easy to explore museums and dining spots.

  • What are the best things to do in Enfield with kids?

    Children frequently enjoy playgrounds, splash pads in parks, and hands-on activities at local museums. Seasonal festivals and indoor play spaces offer variety throughout the year.

  • What are some of the best things to do in Enfield?

    Discover locally rooted history at museums, stroll parks with river views, and attend town events with food or music. Enfield has a mix of outdoor spaces, community gatherings, and neighborhood eateries.

  • How is the weather in Enfield?

    Enfield has cold winters around 19–41°F (-7–5°C), with regular snowfall and moderate precipitation. Summer brings warmer temperatures between 64–85°F (18–30°C), perfect for outdoor activities and local festivals.

  • When is the best time to visit Enfield?

    Late spring and early fall are often recommended, with comfortable temperatures around 48–76°F (9–24°C) and fewer crowds. Summer is popular for outdoor activities and local events, while winter brings a quieter atmosphere.

  • What are the best places to visit in Enfield?

    Frequently suggested sites include community parks, historic museums, and riverside paths inviting leisurely walks. Local farmers markets and neighborhood cafes show off the area's welcoming atmosphere.

  • What are some hiking trails in Enfield?

    Enfield has wooded walking paths and scenic trails in local parks for those looking to spend time outdoors. Park areas often recommend gentle hiking options suitable for many skill levels.

  • What are some family activities we can do in Enfield?

    Families can explore playgrounds, enjoy picnic spots in local parks, and visit community centers with seasonal events. Indoor activity centers and libraries often create engaging programs for children and adults alike.

  • What are some of the best day trip ideas from Enfield?

    Explore historic towns with unique shops, visit nearby nature reserves filled with hiking trails, or enjoy cultural attractions in larger cities around the region. Wineries, rural farmstands, and art galleries make for varied day experiences.

  • Are there any pet friendly accommodations available in Enfield?

    Many vacation rentals in Enfield welcome pets, especially in neighborhoods near parks or walking trails. Hosts often provide pet-friendly amenities and share local tips for exploring with your animal companion.

  • What are some local tips for visiting Enfield?

    Locals often recommend wearing comfortable shoes for park strolls and checking the calendar for community events. Early mornings offer quieter experiences at popular spots, and tasting locally made foods is a welcoming way to connect.

  • What is Enfield known for?

    Enfield is known for its riverside parks, locally rooted history, and community festivals that celebrate the area’s traditions. The town has a balance of suburban character and welcoming neighborhood spaces.

  • What are the best hidden gems to explore in Enfield?

    Explore small neighborhood museums sharing local history, pocket parks tucked within residential areas, and craft shops with regional goods. Art installations and murals add an unexpected creative touch around town.

  • What are the best foods to try in Enfield?

    Enfield has locally popular pizza, hearty New England comfort foods like clam chowder, and family-run diners with home-style breakfasts. Bakeries and farmstands share fresh pastries and seasonal produce.

  • What should I bring for a trip to Enfield?

    Pack comfortable clothing for outdoor activities, layers for changing temperatures, and sturdy shoes for walking trails. An umbrella or rain jacket is useful, particularly during spring and fall when showers are common.

  • What is the nightlife in Enfield like?

    Enfield has casual bars, locally owned restaurants, and community gathering spots that make for relaxed evenings. Live music or special events can sometimes be found at popular venues around town.

  • What are the most popular events or festivals in Enfield?

    Enfield has summer celebrations centered around the Fourth of July, including community fairs, outdoor music, and fireworks. Throughout the year, holiday parades and seasonal cultural events bring residents together for food, music, and local traditions.

  • Are there family friendly vacation rentals in Enfield?

    Enfield has vacation rentals in neighborhoods with space for families, including options with kitchens, play areas, or nearby parks. Many hosts accommodate children and offer amenities for a comfortable stay.

Destinations to explore