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.

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Top guest favourite
A light-filled living area features a cozy sofa and elegant chairs arranged around a delicate coffee table. A decorative fireplace serves as a focal point, complemented by soft curtains and a tasteful chandelier. An ornate mirror reflects the natural light streaming through the large windows.
Guest suite in Enfield
5 out of 5 average rating, 165 reviews

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

Superhost
A bright workspace features a wooden desk with a black chair, positioned against a light-colored wall. Two framed botanical prints are displayed above the desk, complemented by a standing lamp. A mirror reflects the scene, while a potted plant adds a touch of greenery.
Flat in Windsor Locks
4.85 out of 5 average rating, 184 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

Top guest favourite
A spacious living area is furnished with a gray sectional sofa, accented with colorful throw pillows. A wooden coffee table is placed in front, on a soft area rug. Two large windows allow natural light to brighten the room, complemented by ceiling fans and tasteful decor.
Loft in Tolland
4.96 out of 5 average rating, 309 reviews

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!

Top guest favourite
A bright bedroom features a queen size bed with light linens and decorative pillows. A small desk and chair are positioned beside the bed. A closet offers hanging space, and a floral artwork adorns the wall, adding a touch of color to the space.
Guest suite in Vernon
4.98 out of 5 average rating, 212 reviews

Laura's Loft and Gallery, private suite

Unique and spacious loft with private entrance, two bedrooms with space to sleep 5, full bath with tub shower, and plenty of room to relax. Kitchen with mini fridge, toaster oven, microwave, hot plate. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup, plus homemade scones in seasonal flavors for your enjoyment!

Top guest favourite
A cozy living room features a stone fireplace surrounded by purple walls. A wooden table sits at the center, adorned with a decorative bowl. A comfortable sofa and a wooden chair are positioned near the fireplace, complementing the warm ambiance.
Cottage in Windsor
4.9 out of 5 average rating, 197 reviews

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.

Guest favourite
Guest suite in Bloomfield
4.92 out of 5 average rating, 118 reviews

Private Cozy Suite, 0 Fees, Pets Allowed, EV Plug

A private cozy suite for you! Better than a hotel or private room & less than an entire house. Pets welcome with no fees :) Generous discounts for medium- to long-term stays. Your guest suite includes newly furnished living room, apartment kitchenette, large bedroom with full bathroom. Despite many renovations, we kept the vintage & cozy charm. Separate Wifi for remote work. Less than 20 minutes to the airport and Hartford metro. No cost EV charger on site. No cleaning fees!

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.
Flat in Wilbraham
4.99 out of 5 average rating, 139 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.

Guest favourite
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.
Flat in Broad Brook
4.87 out of 5 average rating, 101 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. As an added bonus, a portion of your stay supports St. Jude Children’s Research Hospital!

Top guest favourite
The kitchen features an island with a wooden countertop, flanked by rustic cabinetry in soft blue tones. Stainless steel appliances and a microwave are visible. A living area is seen through an open archway, showcasing a comfortable couch and greenery, creating a welcoming space.
Guest house in Suffield
5 out of 5 average rating, 100 reviews

Contemporary Cottage, Views, 15mins BDL Int. Wi-fi

This adorable, well appointed, historic cottage (an old Tannery building), is nestled within a 50 acre Connecticut River Valley Broad Leaf Tobacco Farm which dates back to the 1700s. The open fields allow for peaceful walks and beautiful views. "The Tannery," is just 15 minutes from Hart/Spring Bradley (BDL) Intern airport. Less than two-hours to Boston and just under three-hours to New York City. Come to unwind and explore New England’s finest.

Guest favourite
Cottage in Enfield
4.84 out of 5 average rating, 185 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!

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
4.86 out of 5 average rating, 231 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 a stress-free experience 😊.

Top guest favourite
A brick patio area is seen with two rocking chairs positioned beside vibrant orange and yellow flower pots. A welcoming wreath adorns the double doors, and a pumpkin is placed on the ground, enhancing the seasonal decor.
Guest suite in East Granby
4.85 out of 5 average rating, 404 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

Popular amenities for Enfield holiday rentals

When is the best time to visit Enfield?

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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 a kitchen, over 30 homes with wifi, over 20 homes with air conditioning, over 30 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in house rentals in Enfield?

    Experience the best of Enfield with our house rentals, starting at about $50 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 60 vacation rentals in Southwood Acres, over 60 vacation rentals in Thompsonville, and over 60 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 50 holiday rentals in Enfield

  • Nightly prices starting at

    Enfield holiday rentals start at £29 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!