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Connecticut villas
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3009 Villa rentals in Connecticut

Best Connecticut villas and beach houses with a pool

Among the 3009 accommodations in Connecticut, here are the 4 best villas and beach houses with a pool

Blaidsdell House - Connecticut
No reviews

Blaidsdell House

house, Clinton
The Blaidsdell House, a 4600 sq ft home in Clinton, is located 1.7 miles from Clinton Town Beach and offers convenient access to the Goodspeed Opera House (18 miles) and Thimble Islands (19 miles).
This residence accommodates up to 19 guests with 3 bedrooms and 4 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a terrace with sea views, a garden, and private parking.
Sunny Days W/ Lakeview, Seasonal Pool, Hot Tub - Connecticut
9.7 48 reviews

Sunny Days W/ Lakeview, Seasonal Pool, Hot Tub

apartment, Newtown
Located in the heart of Newtown, this vacation home offers easy access to the town's attractions and is within close proximity to the Russian Railway Museum and Richter Park Golf Course. With excellent user, location, and cleanliness ratings, this house is a top choice for travelers visiting Newtown.
The 4990 square feet house has 5 bedrooms, 6 bathrooms, and can accommodate up to 12 guests. It features a fully equipped kitchen, comfortable bathrooms, free WiFi, air conditioning, a swimming pool, a jacuzzi, a garden, a fitness center, and parking.
Guilford Carriage House At Granite Lodge! - Connecticut
10 18 reviews

Guilford Carriage House At Granite Lodge!

cottage, Guilford
This Guilford cottage is located just half a mile from the Westwoods Hiking Area and 6 miles from both Jacobs Beach and Stony Creek Beach, offering a peaceful escape from the bustling town. It has received excellent user ratings, making it a popular choice for travelers.
The cottage is a 1000-square-foot, one-bedroom, one-bathroom home that can accommodate up to 4 guests. It features modern amenities, a charming bathroom, and access to shared seasonal pool, fire pits, and outdoor seating, making it perfect for families and groups looking for a comfortable and relaxing stay.
Waterfront, Pool, Lake,resort, Fast Wi-fi,firepits - Connecticut
9.7 71 reviews

Waterfront, Pool, Lake,resort, Fast Wi-fi,firepits

house, Woodstock
This spacious estate is located just outside Woodstock, a 15-minute drive from attractions like Heritage House golf course, Treehouse Brewery, and Old Sturbridge Village, offering a peaceful escape from the city. The home has earned excellent ratings for its location, cleanliness, and user experience.
This 6-bedroom, 4-bathroom home can accommodate up to 16 guests. The property features a pool, pond, multiple patios with fire pits, a large lawn, a chef's kitchen, a converted 3-car garage activity room, and a variety of outdoor activities, making it ideal for families.

Top cities

Best family friendly Connecticut villas and beach houses

Among the 3009 accommodations in Connecticut, here are the 4 best family friendly villas and beach houses

Spacious Haven With Fire Pit And Scenic Yard - Charming Retreat - Connecticut
No reviews

Spacious Haven With Fire Pit And Scenic Yard - Charming Retreat

house, Southington
This spacious modern retreat in Southington is conveniently located near major highways (I-691, I-84, I-91) and attractions such as Aqua Turf (3 minutes), Lake Compounce (12 minutes), Aria Banquets (15 minutes), and La Bella Vista (25 minutes), with Hartford and New Haven within a 25-minute drive.
This family-friendly house accommodates up to 15 guests with 4 bedrooms and 3 bathrooms, featuring a custom bunk room with 5 beds, a 120" projector screen for entertainment, a deck with lounge seating and a grill, and a scenic yard with a pond.
Modern Amenities And Cozy Features - Stunning Comfort Oasis - Connecticut
No reviews

Modern Amenities And Cozy Features - Stunning Comfort Oasis

house, Bristol
This house in Bristol offers convenient access to I-84 and Route 72, placing it 20 miles from Hartford and less than 10 miles from Lake Compounce and Mount Southington Ski Area.
This family-friendly dwelling accommodates up to 6 guests with 3 bedrooms, features hardwood floors and granite countertops, and includes a 65-inch 4K Smart TV for entertainment.
The Coastal Landing Stay - Connecticut
No reviews

The Coastal Landing Stay

house, New Haven
Coastal Landing Stay, a recently renovated vacation home in Abbeyville, is located 35 miles from Gunnison-Crested Butte Regional Airport. This family-friendly house offers 1100 square feet of living space with 2 bedrooms, 1 bathroom, and a guest capacity of 11, featuring air conditioning, internet, a fully equipped kitchen, a garden, and parking.
West Cornwall Cabin ~ 4 Mi To Covered Bridge! - Connecticut
9.8 13 reviews

West Cornwall Cabin ~ 4 Mi To Covered Bridge!

cabin, Cornwall
This Cornwall, Connecticut cabin is conveniently located near Mohawk Mountain State Forest, Mohawk Mountain Ski Area, and Mohawk Mountain State Park, all within two miles, offering easy access to outdoor recreation.
This 1520-square-foot vacation home sleeps eight guests in four bedrooms and two bathrooms, boasting a fully equipped kitchen, patio, fireplace, and a private garden with barbecue grills.

Frequently Asked Questions about villa rentals in Connecticut

  • What are the must-see attractions in Connecticut?

    Connecticut offers a diverse range of attractions. For history buffs, Mystic Seaport Museum, a recreated 19th-century seafaring village, and the Mark Twain House & Museum in Hartford are essential. Nature lovers should explore the stunning beaches of the Connecticut shoreline, like Hammonasset Beach State Park, and the scenic hiking trails of the Litchfield Hills. Foodies will enjoy exploring the charming towns of Mystic and Essex, known for their excellent restaurants and local seafood.
  • What are the best villa rentals in Connecticut?

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

    Connecticut boasts a varied landscape. While not known for towering mountains, the Litchfield Hills offer rolling hills and scenic drives. The state's coastline features beautiful beaches along Long Island Sound. Extensive forests, like those found in the state forests and parks, cover a significant portion of the state, providing opportunities for hiking and outdoor recreation.
  • What are the best villa rentals with a pool in Connecticut?

  • What are the most surprising and hidden attractions in Connecticut?

    Many overlook the charming small towns tucked away throughout the state. Consider exploring the historic architecture and quaint shops of towns like Kent or Litchfield. The charming village of Old Saybrook, with its picturesque waterfront and antique shops, is another hidden gem. For a unique experience, visit the submarine base in Groton, a piece of Connecticut's naval history.
  • 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, like the one in Glastonbury, to interact with local producers and learn about regional agriculture. Visit a craft brewery or distillery, many of which offer tours and tastings, and chat with the owners about their craft. Exploring the many small, family-run businesses in towns across the state offers a genuine glimpse into Connecticut life.
  • 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 allows for a good overview of Connecticut's highlights, but to truly experience the state's diverse offerings, two weeks or more would be ideal. This allows for more in-depth exploration of specific regions and activities.
  • What are the best pet friendly villa rentals in Connecticut?

  • Is there anything you might not think to pack for a trip to Connecticut?

    Depending on the time of year, insect repellent is a must, especially during the warmer months. Comfortable walking shoes are essential for exploring the many charming towns and hiking trails. A light jacket or sweater is advisable, even in summer, as evenings can get cool, particularly near the coast.
  • What are the best villa rentals with parking in Connecticut?

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

    Many art centers and museums offer workshops and classes. The Mystic Art Association frequently holds workshops for various art forms. Check local listings for pottery classes, cooking classes featuring local ingredients, or even historical reenactment events.
  • Are there any food festivals in Connecticut where you can try local food?

    Connecticut hosts numerous food-related events throughout the year. While specific dates vary, the annual Taste of Connecticut is a popular event featuring a wide range of local culinary offerings. Many towns also host smaller, seasonal festivals featuring local produce and specialties.
  • What seasonal natural events, such as migrations or blooming periods, occur in Connecticut?

    Spring brings the vibrant bloom of wildflowers in the state's forests and meadows. Fall is renowned for its spectacular foliage, with peak color typically occurring in October. Bird migration is a significant event, with various species passing through during spring and fall.
  • What exclusive experiences are available when visiting Connecticut?

    Consider a private tour of a historic home, like the Florence Griswold Museum in Old Lyme, to learn about its history and art collection in a more intimate setting. A private charter boat tour along the Connecticut River offers breathtaking views and a unique perspective on the state's landscape. For a luxurious experience, book a stay at one of Connecticut's many charming bed and breakfasts.

Nearby regions

Best Connecticut houses with a kitchen

Contemporary Rustic Lake Chalet - Connecticut
9.8 207 reviews

Contemporary Rustic Lake Chalet

chalet, Goshen
This charming chalet is located in Goshen, just a short drive from Woodridge Lake and local attractions like the Tapping Reeve House and Law School. The chalet receives excellent ratings for its cleanliness, location, and overall experience.
The chalet features three bedrooms and two bathrooms, comfortably accommodating up to six guests. Enjoy amenities like a fully equipped kitchen, a fireplace, a screened porch, a patio with a barbecue, and access to various activities like swimming, kayaking, tennis, and more.
Guesthouse At Bantam Woods - 2 Bedrooms - Connecticut
10 81 reviews

Guesthouse At Bantam Woods - 2 Bedrooms

house, Litchfield
This Litchfield County guest house sits on six acres of wooded land with river frontage, near Litchfield's boarding schools, restaurants, and galleries, and a short drive from White Memorial Conservation Center, Hidden Valley Preserve, and Mount Tom State Park.
This brand-new, two-bedroom, one-bathroom rental offers a private entrance, patio, dedicated parking, and sleeps four (no children under ten), featuring a fully equipped kitchen with fridge, freezer, microwave, and dishwasher, plus air conditioning.
Available July 1, 2025 2 Week Or Monthly. - Connecticut
No reviews

Available July 1, 2025 2 Week Or Monthly.

cottage, Madison
This waterfront cottage in Madison offers a unique and relaxing getaway with access to a garden, barbecue grills, and a private fenced yard. It's conveniently located within 3 miles of popular attractions like Deacon John Grave House, Anna Mia's, and RJ Julia Booksellers.
With excellent user, location, and cleanliness ratings, this cottage provides a comfortable stay for up to 4 guests. It features 2 bedrooms, 2 bathrooms, a fully equipped kitchen, and a spacious 1600 square feet of living space. Guests can enjoy amenities such as air conditioning, a terrace/balcony, a spa, a fitness center, and parking.
Renovated Cape Near Beach With Fire Pit - Connecticut
No reviews

Renovated Cape Near Beach With Fire Pit

house, Fairfield
Fairfield Retreat, a one-bedroom house in Fairfield, Connecticut, is conveniently located 11 miles from Silver Sands State Park and 14 miles from the Connecticut Post Mall.
This two-bathroom home sleeps up to 17 guests and offers free Wi-Fi, private parking, a fully equipped kitchen, and a relaxing garden; enjoy easy access to shopping, beaches, and Yale University (22 miles away).

Neighborhoods and points of interest in Connecticut

Best Connecticut villas and beach houses with jacuzzi

7 Mins Drive To Yale, Large Fenced Yard - Connecticut
9.2 10 reviews

7 Mins Drive To Yale, Large Fenced Yard

house, New Haven
This New Haven house is conveniently located just a short drive from Yale University and The Yale Bowl, making it easy to explore the city's cultural attractions. The property has received excellent ratings for cleanliness, location, and user experience.
The 1500-square-foot house can comfortably accommodate up to 6 guests in its 3 bedrooms and 1 bathroom. Enjoy amenities like a private hot tub, a large fenced yard, an outdoor fireplace, an indoor play area, and a fully equipped kitchen, perfect for families and groups.
Brand New Cozy Waterfront House W Jacuzzi - Connecticut
No reviews

Brand New Cozy Waterfront House W Jacuzzi

house, New Haven
This New Haven waterfront home is located a short drive from downtown, 2.8 miles from Yale University, and 3.7 miles from Tweed-New Haven Airport.
The one-bedroom, two-bathroom dwelling comfortably sleeps six guests and boasts a fully equipped kitchen, free Wi-Fi, on-site parking, a private garden, and a relaxing jacuzzi.
Waterfront Lakehouse - Connecticut
No reviews

Waterfront Lakehouse

house, New Fairfield
This waterfront lakehouse in New Fairfield offers a private beach on the lake and is located 10 miles from the Russian Railway Museum and Richter Park Golf Course.
This spacious 5,010 sq ft lodge accommodates up to 27 guests with 1 bedroom and 5 bathrooms, featuring a fully equipped kitchen, air conditioning, jacuzzi, sauna, spa, bar, terrace, garden, and outdoor fireplace, with skiing, fishing, and hiking opportunities nearby.
Comfortable Living Space And Big Screen Tv - Charming Retreat - Connecticut
No reviews

Comfortable Living Space And Big Screen Tv - Charming Retreat

house, Norwich
This lower-level duplex rental in Norwich is situated in a quiet neighborhood, offering convenient access to Mohegan Sun (1.8 miles), Foxwoods (9.4 miles), and Ocean Beach Park (approximately 15 miles).
This family-friendly house accommodates up to 8 guests with 4 bedrooms and 2 bathrooms, featuring a kitchen with a fridge and freezer, air conditioning, a jacuzzi, a garden, off-street parking for two vehicles, and a 65'' Big Screen TV.
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