Villas and Holiday homes in Connecticut

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Connecticut holiday homes
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3162 Villa rentals in Connecticut

Best Connecticut villas and holiday homes with a pool

Among the 3162 accommodations in Connecticut, here are the 4 best villas and holiday homes with a pool

Guilford Carriage House At Granite Lodge! - Connecticut
9.2 4 reviews
Connecticut
04/09 – 07/09
367 €/nighttotal: 1101 € (3 )

Guilford Carriage House At Granite Lodge!

1 4
house , Guilford
The Guilford Carriage House at Granite Lodge is situated in Guilford, Connecticut, 12.7km from the Thimble Islands and 22.5km from Yale University.
This one-bedroom property, boasting 93 square metres of floor space, comfortably sleeps seven guests and includes a fully equipped kitchen, private parking, a swimming pool, a spa, and in-unit laundry facilities.
Luxecompound-hottub Pool Sauna Treehouse Gamebarn - Connecticut
9.8 233 reviews
Connecticut
16/08 – 20/08
649 €/nighttotal: 2596 € (4 )

Luxecompound-hottub Pool Sauna Treehouse Gamebarn

1 4
house , Morris
This secluded Morris cottage enjoys excellent proximity to Bantam Lake, approximately 10 kilometres from Mount Tom Ski Area and the White Memorial Conservation Center trails.
The self-catering property offers a fully equipped kitchen, private pool, sauna, and games barn, sleeping a family comfortably with additional features including a three-story treehouse and dedicated parking.
Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston. - Connecticut
9.8 114 reviews
Connecticut
28/10 – 05/11
306 €/nighttotal: 2448 € (8 )

Relaxation!! Inviting, Cozy Ne Cottage, 2 Min Walk To ️, Midcoast Nyc, Boston.

4 2
cottage , Westbrook
This charming cottage is situated in Westbrook Center, just a few kilometres from Chalker Beach, Westbrook Town Beach, and Crystal Lake Town Park, offering a peaceful retreat close to local attractions. The property has received excellent user ratings, reflecting its high standard of comfort and amenities.
The cottage has four bedrooms and two bathrooms, comfortably accommodating up to eight guests. Enjoy a range of amenities, including a fully equipped kitchen, a private garden, a swimming pool, a jacuzzi, a sauna, a spa, and a tennis court, perfect for a relaxing and enjoyable stay.
Luxe 5,600-sq-ft Estate Waterfront + Pool - Connecticut
Connecticut
28/10 – 05/11
1891 €/nighttotal: 15128 € (8 )

Luxe 5,600-sq-ft Estate Waterfront + Pool

5 2
house , Westbrook
This Westbrook waterfront property is situated 9.6 kilometres from the Goodspeed Opera House and 9.5 kilometres from the Stanton House Museum, with further attractions approximately 43 to 48 kilometres away.
This spacious 511 square metre residence accommodates up to 23 guests across 5 bedrooms and 6 bathrooms, offering amenities such as a swimming pool, air conditioning, a fireplace, and private parking.

Best family friendly Connecticut villas and holiday home

Among the 3162 accommodations in Connecticut, here are the 4 best family friendly villas and holiday homes

Casa Al Mare Beachfront Retreat King Bed Near Yale - Connecticut
9.5 9 reviews
Connecticut
17/07 – 24/07
945 €/nighttotal: 6615 € (7 )

Casa Al Mare Beachfront Retreat King Bed Near Yale

5 2
house , East Haven
This sustainable villa is located in East Haven, just 11.6 kilometres from City Hall and 11.7 kilometres from Thimble Islands, offering a peaceful escape close to local attractions. The property has received excellent ratings for its location, cleanliness, and overall user experience.
The five-bedroom house spans 251 square metres and comfortably accommodates up to 10 guests. Enjoy modern amenities, including a fully equipped kitchen, a hot tub, a terrace, and a fireplace, perfect for relaxing after a day exploring the East Haven coastline.
West Cornwall Cabin ~ 4 Mi To Covered Bridge! - Connecticut
9.8 12 reviews
Connecticut
16/08 – 20/08
300 €/nighttotal: 1200 € (4 )

West Cornwall Cabin ~ 4 Mi To Covered Bridge!

2 4
cabin , Cornwall
This Cornwall holiday home is situated near Mohawk Mountain State Forest, Mohawk Mountain Ski Area, and Mohawk Mountain State Park (within 3.2km), offering easy access to Clarke Outdoors and the Housatonic River (within 9.7km).
This spacious 141 square metre lodge boasts four bedrooms, two bathrooms, sleeps eight guests, and includes a fully equipped kitchen, a terrace, garden, parking, and excellent Wi-Fi.
The Perfect Family Beachfront Cottage  The Viola Cottage - Connecticut
10 34 reviews
Connecticut
16/10 – 18/10
563 €/nighttotal: 1126 € (2 )

The Perfect Family Beachfront Cottage The Viola Cottage

2 2
cottage , Clinton
This charming beach house is located directly on the beachfront in Clinton, just a short walk from the town centre with its shops and restaurants. It has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience.
This two-bedroom property is fully furnished and equipped with everything you need for a comfortable stay, including a kitchen with a fridge, microwave, and dishwasher. Enjoy the stunning ocean views from the living area and bedrooms, relax in the garden, or take advantage of the direct access to the beach for swimming, sunbathing, or simply enjoying the calming sounds of the waves.
Lake - Petsok - Wi-fi - W&d - Fire Pit - Kayaks - Connecticut
9.5 185 reviews
Connecticut
21/08 – 23/08
335 €/nighttotal: 670 € (2 )

Lake - Petsok - Wi-fi - W&d - Fire Pit - Kayaks

3 3
cabin , Coventry
This charming holiday home is situated on the peaceful shores of Coventry Lake, just a short distance from the Nathan Hale Homestead and the Old General Store, offering a tranquil escape from the bustling city. The property consistently receives excellent guest reviews for its cleanliness, location, and overall experience.
The self-catering cottage spans 59 square metres and comfortably accommodates up to six guests across three bedrooms and one bathroom. Enjoy modern conveniences, including a fully equipped kitchen, a private garden, a terrace, and a gas grill, perfect for relaxing evenings and outdoor meals.

Frequently asked questions about villa rentals in Connecticut

  • What are the must-see attractions in Connecticut?

    For iconic Connecticut sights, you've got Mystic Seaport, a living history museum showcasing maritime life; the Mark Twain House & Museum in Hartford, exploring the author's life; and Yale University's stunning campus in New Haven. Don't forget the charming coastal towns like Mystic and Essex.
  • What are the best villa rentals in Connecticut?

    Among the villa rentals in Connecticut, Windy Top Cottage ~ A Romantic "European" Getaway, Villa Signor and Entire House Magical Waterfront Getaway are the most popular ones.

  • Is Connecticut known for mountains, beaches, forests, or other types of landscapes?

    Connecticut offers a diverse range of landscapes. You'll find stretches of beautiful coastline along the Long Island Sound, rolling hills in Litchfield County, and significant forested areas, particularly in the north-west. While there aren't towering mountain ranges, there are hills and mountains offering scenic views, like those in the Litchfield Hills.
  • What are the best villa rentals with a pool in Connecticut?

    Villa Signor, Charming Historic House In Downtown Mystic and Go Jump In The Lake are the best villa rentals with a pool in Connecticut.

  • What are some surprising and hidden attractions in Connecticut?

    Many overlook the charming town of Kent Falls State Park, with its stunning waterfalls and hiking trails. The submarine base in Groton is another fascinating, lesser-known attraction, offering a glimpse into naval history. Also, explore the charming villages and antique shops scattered throughout the Litchfield Hills.
  • What are the best villa rentals with a jacuzzi in Connecticut?

  • What are some unique ways to learn about the culture of Connecticut by engaging with its people?

    Attend a local farmers' market – many towns have them throughout the summer and autumn, offering a chance to chat with producers and learn about regional specialties. Visiting smaller, family-run businesses, like antique shops or local craft stores, allows for interaction with people passionate about their work and the state's heritage. Consider attending a performance at a local theatre or checking out a community event.
  • What are the best villa rentals for families and kids in Connecticut?

  • How much time should you set aside to thoroughly explore Connecticut?

    A week would allow for a good overview of Connecticut's highlights, but to truly explore the state's diverse regions and smaller towns, two weeks or more would be ideal. It depends on your interests and pace, of course.
  • What are the best pet friendly villa rentals in Connecticut?

  • What cultural experiences or workshops in Connecticut offer something different?

    The Mystic Seaport offers workshops on traditional maritime crafts. Many towns host art workshops and classes throughout the year, focusing on local crafts and techniques. Check local listings for specific offerings; availability varies seasonally.
  • What are the best villa rentals with parking in Connecticut?

  • Are there any food festivals in Connecticut where you can try local food?

    Connecticut has many local food events throughout the year. While specific dates vary, the Litchfield County Fair and the Big E (in West Springfield, Massachusetts, close to the Connecticut border) are large-scale events showcasing regional produce and cuisine. Many smaller towns host their own festivals and farmers' markets.
  • What seasonal natural events, such as migrations or blooming periods, occur in Connecticut?

    Autumn brings spectacular foliage changes, particularly in Litchfield County and the northwest hills. Spring sees the blossoming of wildflowers, and bird migrations are noticeable throughout the year, especially along the coast. Check local resources for specific timing of these events, as they vary year to year.
  • What exclusive experiences are available when visiting Connecticut?

    A private tour of the Mark Twain House offers a more intimate look at the author's life and work. A sailing trip along the Long Island Sound provides a unique perspective on the coastline. Many smaller, family-run businesses offer unique experiences, like private cooking classes or guided nature walks. Checking local listings for specific offerings is recommended.

Nearby regions

Best Connecticut villas and holiday homes with a kitchen

On The Water Spacious Comfortable Historic House - Connecticut
Connecticut
05/08 – 26/08
818 €/nighttotal: 17178 € (21 )

On The Water Spacious Comfortable Historic House

5 2
house , West Haven
This five-bedroom West Haven house, a short 2.7km walk from Woodmont Beach and 2.1km from Sea Bluff Beach, enjoys a historic location.
The 254 square metre property offers spacious family accommodation for up to 14 guests, boasting a well-equipped kitchen, three bathrooms, a garden, terrace, parking, Wi-Fi, and a fireplace.
Vintage Windsor Home: Private Yard & Covered Deck - Connecticut
8.0 2 reviews
Connecticut
28/10 – 05/11
178 €/nighttotal: 1424 € (8 )

Vintage Windsor Home: Private Yard & Covered Deck

1 2
cottage , Windsor
This Windsor cottage, situated within 9.6km of the Connecticut River and Wintonbury Hills Playground, offers convenient access to local amenities and attractions.
The self-catering property features a fully equipped kitchen with oven, stovetop, microwave, and dishwasher, 1.5 bathrooms, free Wi-Fi, and parking, perfect for a relaxing stay.
Charming Beach Cottage - Connecticut
Connecticut
19/07 – 19/08
421 €/nighttotal: 13051 € (31 )

Charming Beach Cottage

2 1
house , Westbrook
This Westbrook, Connecticut beach cottage offers direct access to a private beach and is situated 29km from the Goodspeed Opera House and 39km from the Thimble Islands.
The 93 square metre property sleeps six guests in two bedrooms and two bathrooms, boasting a fully equipped kitchen, air conditioning, Wi-Fi, parking, and a private garden.
3 Mi To Dtwn New Haven Colorful Condo With Yard! - Connecticut
Connecticut
16/10 – 18/10
242 €/nighttotal: 484 € (2 )

3 Mi To Dtwn New Haven Colorful Condo With Yard!

2 2
apartment , New Haven
This West Haven apartment, situated 4.8km from New Haven city centre, is conveniently located near Yale University and Tweed-New Haven Airport.
The 117 square metre property boasts two bedrooms, two bathrooms, sleeps seven guests, and includes a private yard, free Wi-Fi, and parking.

Best Connecticut villas and holiday homes with jacuzzi

Modern Home With A Private Heated Pool And Jacuzzi - Connecticut
9.8 67 reviews
Connecticut
04/09 – 07/09
1009 €/nighttotal: 3027 € (3 )

Modern Home With A Private Heated Pool And Jacuzzi

5 4
house , Hamden
This modern house is situated in Hamden, just a short drive from Yale University and the Yale Bowl, offering easy access to the vibrant city centre. The property enjoys excellent ratings for its location, cleanliness, and user experience.
This spacious home features five bedrooms and three bathrooms, comfortably accommodating up to 10 guests. Guests can enjoy a range of amenities including a private heated pool and jacuzzi, a fully equipped kitchen, air conditioning, free Wi-Fi, and private parking.
Sunny Day On Taunton Lake - Connecticut
9.7 48 reviews
Connecticut
04/09 – 07/09
2146 €/nighttotal: 6438 € (3 )

Sunny Day On Taunton Lake

5 4
house , Newtown
This house is situated in Newtown, conveniently located just 12.7 km from the Russian Railway Museum and 20.9 km from Richter Park Golf Course, offering a peaceful escape in a picturesque setting. It has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The property spans 464 square meters and comfortably accommodates up to 12 guests, making it ideal for families or groups. The house offers a range of amenities, including a swimming pool, jacuzzi, fitness centre, and a fully equipped kitchen, ensuring a comfortable and enjoyable stay.
7 Mins Drive To Yale, Large Fenced Yard - Connecticut
9.2 10 reviews
Connecticut
20/08 – 22/08
406 €/nighttotal: 812 € (2 )

7 Mins Drive To Yale, Large Fenced Yard

3 6
house , New Haven
This New Haven holiday home, situated a 7-minute drive from Yale University and 2.4 kilometres from the Yale Bowl, offers convenient access to New Haven's key attractions.
The 139 square metre property boasts three bedrooms, one bathroom, sleeps up to eleven guests, and includes a fully equipped kitchen, Jacuzzi, garden, private parking, and free Wi-Fi.
Exclusive High End Candlewood Lake Retreat - Connecticut
9.9 191 reviews
Connecticut
07/08 – 09/08
2123 €/nighttotal: 4246 € (2 )

Exclusive High End Candlewood Lake Retreat

6 10
house , New Fairfield
This beautiful property is located in New Fairfield, just 15 kilometres from the Russian Railway Museum and 16 kilometres from Richter Park Golf Course. The house has received excellent ratings for its location, cleanliness, and overall user experience.
The house is a spacious six-bedroom villa that can comfortably accommodate up to 12 guests. You'll enjoy a fully equipped kitchen, a spa, a jacuzzi, a tennis court, and a private beach area, perfect for relaxing and enjoying the stunning mountain views.
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