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

Beachfront Paradise
Beautiful beachfront home available weekly in season third week of June through Labor Day) and nightly (2 night min.) off season. Step out the door and into the sand. Sit on the porch and watch sailboat races from Niantic Bay Yacht Club just steps away. Close to downtown Niantic with restaurants, shops, etc. 18 miles from Mohegan Sun Casino. Attractions within 1/2 hour: Beautiful Mystic, CT, several vineyards, Harkness State Park, Eugene O'Neill Theatre, U.S. Coast Guard Academy, golf courses.
4.97 out of 5 average rating, 227 reviews
Lakefront Cozy - SwimSpa, Firepit, Ski 20 min away
Discover a charming 1080 sqft lakefront cottage offering modern comfort and tranquility. Wake up to peaceful Lake Garda waterfront views while staying near Farmington Valley’s conveniences. This newly remodeled retreat features a large jetted swim spa, stone patio with fire pit and grill, and direct lake access for kayaking or pedal boating perfect for relaxation. Enjoy a private getaway with nature’s beauty at your doorstep, all while being minutes from dining, shopping, and outdoor adventures.
4.98 out of 5 average rating, 195 reviews
Stylish & Scenic Escape: Chef's Kitchen ~ Hot Tub
Step into the stylish and peaceful 3BR 2.5BA cabin in a historic Merryall District close to shops, lakes, hiking trails, farms, and downtown New Milford and Kent. Explore the picturesque area and the exciting attractions, or lounge by the fireplace or the fire pit in the magical yard. ✔ 3 Comfortable Bedrooms ✔ Living Room & Sunroom ✔ Wood Burning Hot Tub ✔ Chef's Kitchen ✔ Office/Library ✔ Books, Vinyls & Games ✔ Porch, Yard & Fire Pit ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Laundry See more below!
5.0 out of 5 average rating, 113 reviews
Luxe Bolton Lake
Stay at Luxe Bolton Lake and feel like you are a million miles from home! The Luxe features a BEAUTIFUL WATERFRONT, 3 bedrooms/3 full bathrooms and a year-round outdoor JACUZZI Also included: gorgeous primary bedroom suite, artistic furnishings, cozy FIREPLACE, coffee bar, complimentary snacks, speedy WiFi, large deck, fire pit, KAYAKS, board games, and much more. The Luxe is perfectly suited for families and guests of all ages, so come stay at Luxe and make memories that will last a lifetime!
4.99 out of 5 average rating, 186 reviews
Romantic Getaway at The Lake!
Beautiful year round getaway! Relax and have a glass of wine by the lake. Wake early to enjoy the sun rising directly over the lake with a fresh cup of coffee. Enjoy direct lake access on a trophy bass lake including a beautiful dock. Hot tub overlooking the water open year round. Enjoy dinner in front of beautiful gas fireplace. Amazing sunrises and colorful sunsets. The location and amenities make for a fantastic romantic getaway for two! Centrally located 30 minutes from the Mohegan Casino.
4.93 out of 5 average rating, 361 reviews
Cheerful 3 Bedroom Cottage with Fire Place
We are happy to still offer some dates for September. Come enjoy the solitude of the beach as the tide ebbs & flows. Reconnect with loved ones in this family-friendly place. Enjoy strolls on the beach located just out the back door or a sunset meal on the back porch. This wonderful cottage offers everything you will need during your stay. Including, comfortable beds, beach strolls and a bright upgraded kitchen with many amenities. The 3 bedrooms will fit up to 8 people comfortably.
4.88 out of 5 average rating, 109 reviews
The Cottage on Babbling Brook
A cozy, rustic cottage beautifully overlooking Wimsink Brook. Custom designed & handcrafted woodwork throughout the home. An all around great spot for families and friends. A magical, peaceful and relaxing space. Conveniently located on the Connecticut/New York border, just a 1 ½ hour drive or metro north from NYC. The area is a prime location, as it offers some of the most stunning and scenic hikes & drives in the country. Only a 10 minute drive from Kent, New Milford or Pawling.
4.94 out of 5 average rating, 254 reviews
The Cove Cabin
An original Candlewood style cabin. The house has been updated to offer all modern comforts. It features a large fireplace in the living room, porch over looking the lake, central heat and air conditioning and a fully equipped cook's kitchen. It is on the northern most part of Candlewood Lake with direct, private water access from the shore or the dock. A foam lily pad, two SUP, and two two-person kayaks are available for use from May 1 to November 1.
4.96 out of 5 average rating, 462 reviews
Charming Historic Cottage in the Redwoods
Travel back in time to Marchant Farm and enjoy an authentic farm life experience in the historic, newly restored Sunflower Cottage. Whether you need a place to recharge or to reconnect with nature, you will find it here. Relax and unwind in the stunning floor to ceiling cedar living area. With 2 air conditioned bedrooms, each with full beds, and the children's magical loft space with two twin beds and play area.
4.98 out of 5 average rating, 103 reviews
Cozy Cottage with Fire Pit, near Beach
Escape to Fairfield Cottage, a stylish 3-bed, 2-bath retreat 90 mins from NYC. Comfortably sleeping 8, this sun-drenched home features a private patio with a fire pit, a fully equipped kitchen, and two fireplaces. Perfect for families and just 3 miles from the beach, it's your ideal getaway for relaxation and connection. Enjoy a dedicated workspace, fast Wi-Fi, and numerous family-friendly amenities.
4.96 out of 5 average rating, 232 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)
4.93 out of 5 average rating, 549 reviews
Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!
4.96 out of 5 average rating, 183 reviewsPopular amenities for Connecticut holiday rentals
Other great holiday rentals in Connecticut

Water front studio apartment with fireplace.
4.97 out of 5 average rating, 650 reviews
Steps to Beach • Hot Tub • Game Room • Water Views
4.99 out of 5 average rating, 113 reviews
Relax by the water in a 4 bedroom house
4.82 out of 5 average rating, 142 reviews
Hillside Haven
5.0 out of 5 average rating, 33 reviews
The Connecticut Cottage | Historic Modern Charm
4.97 out of 5 average rating, 31 reviews
Serenity On The Sound
4.98 out of 5 average rating, 44 reviews
Highland Lakefront Retreat
4.9 out of 5 average rating, 49 reviews
Waterfront Property on 30 Acres
4.98 out of 5 average rating, 65 reviewsDestinations to explore
- Rentals with a kayak Connecticut
- Waterfront rentals Connecticut
- Chalet rentals Connecticut
- Rentals with an accessible height toilet Connecticut
- Condo rentals Connecticut
- Rentals with pools Connecticut
- Bed and breakfasts Connecticut
- Rentals with an accessible height bed Connecticut
- Boutique hotels Connecticut
- Apartment rentals Connecticut
- Serviced apartment rentals Connecticut
- Tiny house rentals Connecticut
- Rentals with a sauna Connecticut
- Cabin rentals Connecticut
- Loft rentals Connecticut
- Pet-friendly rentals Connecticut
- RV rentals Connecticut
- Private suite rentals Connecticut
- Hotel rooms Connecticut
- Holiday home rentals Connecticut
- Cottage rentals Connecticut
- Family-friendly rentals Connecticut
- Ski-in/ski-out rentals Connecticut
- Townhouse rentals Connecticut
- Farmstay rentals Connecticut
- Beachfront rentals Connecticut
- Rentals with breakfast Connecticut
- Lakehouse rentals Connecticut
- Mansion rentals Connecticut
- Villa rentals Connecticut
- Guesthouse rentals Connecticut
- Barn rentals Connecticut
- Rentals with beach access Connecticut
- Rentals with lake access Connecticut
- Rentals with a hot tub Connecticut
- House rentals Connecticut
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