Vacation Rentals in Connecticut

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Connecticut holiday rentals
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17164 Holiday rentals and Airbnb in Connecticut

Best family friendly Connecticut holiday rentals

Among the 17164 accommodations in Connecticut, here are the 4 best family friendly rentals

Dog-friendly Oceanfront Getaway - Walk To Dining - Private Beach Access - Connecticut
9.8 61 reviews

Dog-friendly Oceanfront Getaway - Walk To Dining - Private Beach Access

apartment, Milford
This yacht is situated in Milford, Connecticut, just across the street from a private beach and a short drive from the town centre. It has received excellent ratings for location, cleanliness, and user experience.
The yacht offers 93 square metres of space, accommodating up to four guests in three bedrooms and one bathroom. Amenities include a fully equipped kitchen, air conditioning, a jacuzzi, a garden, parking, and internet access, making it perfect for a relaxing and enjoyable stay.
Full Loft Apartment Near Omni Hotel - Connecticut
9.4 1000 reviews

Full Loft Apartment Near Omni Hotel

apartment, New Haven
This New Haven apartment is conveniently located a short walk from City Hall and a 15-minute stroll from Yale University, making it ideal for exploring both the city centre and the university campus. The property consistently receives excellent ratings for its location, cleanliness and overall experience, ensuring a comfortable stay.
The spacious flat offers 93 square metres of living space, comfortably accommodating up to four guests. The apartment is equipped with a modern kitchen, a private balcony, free Wi-Fi and air conditioning, ensuring a relaxing and enjoyable stay.
Litchfield Retreat, Wineries, Foliage & Skiing - Connecticut
10 2 reviews

Litchfield Retreat, Wineries, Foliage & Skiing

house, Torrington
This Torrington holiday let is situated 34 kilometres from Lake Compounce and 27 kilometres from Flanders Nature Center.
This 19 square metre holiday home sleeps 11 guests across 2 bedrooms, featuring air conditioning, WiFi, a full kitchen, and a garden with outdoor dining.
Private Apt In Middletown-wesleyan 101 - Connecticut
No reviews

Private Apt In Middletown-wesleyan 101

apartment, Middletown
This two-bedroom flat is centrally located in Middletown, a mere 500 meters from Wesleyan University, offering convenient access to local shops and restaurants.
This pet-friendly property accommodates up to five guests, featuring a fully equipped kitchen, air conditioning, a washer/dryer in the loft, and parking, making it suitable for both short and extended stays.

Top cities

Best pet friendly Connecticut holiday rentals

Among the 17164 accommodations in Connecticut, here are the 4 best pet friendly rentals

Bobby's Beach Bungalow - Connecticut
9.8 82 reviews

Bobby's Beach Bungalow

apartment, Milford
This three-bedroom apartment is situated near Walnut Beach in Milford, Connecticut, offering easy access to kayaking, paddle boarding, restaurants, shops, ice cream parlours, and seasonal events.
The apartment features a fully equipped kitchen, a comfortable living room, in-unit laundry, and parking, catering to families and groups of up to six guests.
Tranquil Farmhouse Retreat Full Home - Connecticut
10 6 reviews

Tranquil Farmhouse Retreat Full Home

apartment, Thomaston
This spacious estate retreat is located in a tranquil Connecticut setting, offering a private escape with ample grounds and a pool.
This 4-bedroom, 3-bathroom residence accommodates up to 16 guests and features a private pool, garden, fitness centre, and a large open field for outdoor activities.
1 King Bed|smoking, Micfridge - Connecticut
No reviews

1 King Bed|smoking, Micfridge

apartment, Enfield
This Enfield studio flat is situated just off I-91, 500 metres from Brookside Plaza and a short drive from Bradley International Airport, offering convenient access to Six Flags New England and the Naismith Basketball Hall of Fame.
This 19 square metre studio apartment accommodates two guests and features air conditioning, a king-size bed, TV, microwave, fridge, free Wi-Fi, and on-site parking, with coin laundry facilities and motor boating opportunities on the adjacent lake.
Beechmont-charming Colonial For Events And Getaways! - Connecticut
8.0 1 review

Beechmont-charming Colonial For Events And Getaways!

house, Bridgeport
This Bridgeport property, a colonial-style house, is located 13.7km from Silver Sands State Park and 19.3km from the Connecticut Post Mall, offering convenient access to local attractions.
The 307 square metre dwelling boasts one bedroom, four bathrooms, and accommodates up to 23 guests, featuring a fully equipped kitchen, free Wi-Fi, private parking, and a terrace/garden.

Frequently asked questions about holiday rentals in Connecticut

  • What are the must-see sights in Connecticut?

    For iconic Connecticut sights, you've got to see Mystic Seaport, a recreated 19th-century seafaring village; Mark Twain's House & Museum in Hartford, preserving the author's home; and the Yale University campus in New Haven, a stunning example of Collegiate Gothic architecture. The Florence Griswold Museum in Old Lyme showcases American Impressionism.
  • What are the best Airbnb and holiday rentals in Connecticut?

    Private Apartment - Fast Wi-fi - Free Parking - Tv's, Windy Top Cottage ~ A Romantic "European" Getaway and Villa Signor are the most popular Airbnb and holiday rentals in Connecticut among travellers.

  • Are there unique natural phenomena in Connecticut?

    While Connecticut doesn't have massive geological wonders, its coastline offers dramatic cliffs and rocky beaches, particularly along the Connecticut River and Long Island Sound. The state's numerous forests and state parks provide opportunities for wildlife viewing, including various bird species. Talcott Mountain State Park offers scenic views.
  • What are the most popular Airbnbs in Connecticut?

  • What essentials should you bring along for a trip to Connecticut?

    Pack comfortable walking shoes, as you'll likely be doing a fair bit of exploring on foot. Layers are key, as the weather can be unpredictable. Don't forget sunscreen, insect repellent, and a reusable water bottle, especially during warmer months. An umbrella is also a good idea.
  • What are the best holiday rentals with a pool in Connecticut?

  • What famous events or festivals are happening in Connecticut?

    Connecticut hosts many local events, but some larger ones include the Mystic Outdoor Art Festival, showcasing various artists, and the annual Connecticut Renaissance Faire, a popular family-friendly event. Check local listings for specific dates.
  • What are the best rentals for families and kids in Connecticut?

  • Where can you find the best restaurants serving local dishes in Connecticut, and what are the must-try specialties?

    For local fare, try the Clam Shack in Essex for classic New England seafood. In Hartford, Bear's Smokehouse BBQ offers delicious barbecue. Many farm-to-table restaurants across the state feature seasonal dishes. Lobster rolls, New England clam chowder, and steamed cheeseburgers are must-try specialties.
  • What are the best rentals or Airbnbs with a jacuzzi in Connecticut?

    The best holiday rentals or Airbnb with a jacuzzi in Connecticut are Private Apartment - Fast Wi-fi - Free Parking - Tv's, Villa Signor and Spacious 2 Bedroom Apartment Close To Yale Bowl.

  • What are some less-famous attractions in Connecticut that are worth a visit?

    Consider exploring the charming towns of Litchfield and Kent, known for their picturesque New England architecture and quaint shops. The Webb-Deane-Stevens Museum in Wethersfield offers a glimpse into colonial life. The Mashantucket Pequot Museum and Research Center provides insights into Native American history and culture.
  • What are the best activities for engaging with locals and understanding their culture in Connecticut?

    Visiting local farmers' markets is a great way to interact with residents and sample regional produce. Attending community events and festivals offers opportunities to meet people. Exploring smaller towns and engaging in conversations with shopkeepers and locals provides authentic cultural insights.
  • What unique natural landscapes and terrain features can travellers explore in Connecticut?

    Connecticut boasts diverse landscapes, from the rocky coastline of Long Island Sound to the rolling hills of Litchfield County and the forests of the state's interior. The Connecticut River Valley provides scenic views and opportunities for hiking and kayaking. Numerous state parks offer hiking trails and opportunities for nature walks.
  • How many days are ideal for a trip to Connecticut, and what are some itinerary suggestions?

    Three to five days allows for a good overview of Connecticut's highlights. A possible itinerary could include exploring Mystic on day one, Hartford on day two, and New Haven on day three. Adding a day trip to Litchfield County or exploring the coast would enhance the experience.

Nearby regions

Best Connecticut holiday rentals with a pool

Among the 17164 accommodations in Connecticut, here are the 4 best rentals with a pool

Cozy 1-bedroom Apartment In Beautiful Cheshire With Ac - Connecticut
No reviews

Cozy 1-bedroom Apartment In Beautiful Cheshire With Ac

apartment, Cheshire
This one-bedroom flat is located in Cheshire, 3.2 kilometres from Mount Southington Ski Area, 400 metres from Barker Character, Comic and Cartoon Museum, and within easy reach of Maplecroft Plaza Shopping Center and Amity Village Shopping Center.
This apartment accommodates two guests and offers air conditioning, heating, and Wi-Fi, providing a comfortable base for exploring the local area.
Cozy 3 Bedroom Minutes From Yale And The Beach - Connecticut
9.0 9 reviews

Cozy 3 Bedroom Minutes From Yale And The Beach

apartment, West Haven
This three-bedroom apartment is located in West Haven, just 4 kilometres from Sandy Point Beach and 3 kilometres from New Haven Green.
The apartment features a swimming pool, parking and is suitable for up to nine guests, making it an ideal choice for families or groups visiting West Haven.
Farmhouse From 1800 Modernized To Feel Like Home! - Connecticut
10 1 review

Farmhouse From 1800 Modernized To Feel Like Home!

apartment, Monroe
This historic 1800 Nantucket-style Colonial farmhouse, offering 104 square meters of living space, is situated in Monroe, approximately 103 kilometres from New York City, providing a tranquil retreat close to Indian Well State Park and Rocky Glen State Park.
This family-friendly house accommodates up to eight guests with four bedrooms and three bathrooms, featuring a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, a swimming pool, garden, and parking, ideal for exploring nearby attractions such as The Adventure Park at Discovery Museum.
Luxury New Haven Retreat  Private Pool, Gym, Cinema  Near Yale & Beaches - Connecticut
8.8 5 reviews

Luxury New Haven Retreat Private Pool, Gym, Cinema Near Yale & Beaches

apartment, New Haven
This five-bedroom apartment is located in East Shore, East Haven, just a short distance from Fort Hale Park and Lighthouse Point Park, offering easy access to both natural beauty and local attractions. The apartment is ideal for families or groups of up to 12 guests, providing ample space for everyone to relax and enjoy their stay.
The apartment has a swimming pool, high-speed internet, and air conditioning for a comfortable and enjoyable stay. Guests can also enjoy the media room with a large screen TV, perfect for movie nights or catching up on their favourite shows.

Best Connecticut holiday rentals with parking

My Friend's Place - Connecticut
9.9 131 reviews

My Friend's Place

cabin, Litchfield
This Litchfield Hills cottage, minutes from Litchfield's dining and attractions, offers complete privacy in a peaceful setting.
The 300-square-foot (approximately 28-square-metre) self-catering property sleeps two, boasting a queen-size bed, wood-burning stove, modern outhouse with bathroom facilities, and a unique heated outdoor rain shower.
Freeboard At Soundview · Beach+ocean+sunrise - Connecticut
9.2 9 reviews

Freeboard At Soundview · Beach+ocean+sunrise

apartment, Old Lyme
This one-bedroom flat is located in Old Lyme, Connecticut, just 0.16 km from Old Colony Beach, offering easy access to the beautiful coastline. The surrounding area is peaceful and provides a tranquil escape for those seeking a relaxing getaway.
The flat is 23 square metres and can accommodate up to 2 guests. It includes a queen memory foam bed, kitchenette with a microwave oven, a 55" TV, air conditioning, parking, and basic amenities such as cleaning supplies and a pack-n-play for infants.
Bristol Condo Near Espn Hq & Lake Compounce! - Connecticut
No reviews

Bristol Condo Near Espn Hq & Lake Compounce!

house, Bristol
This Bristol apartment is located 4.2 kilometres from Lake Compounce and 5 kilometres from the Witch's Dungeon Classic Movie Museum, with the Mark Twain House 24 kilometres away.
This 70 square metre property offers one bedroom and one bathroom, accommodating up to seven guests with air conditioning, Wi-Fi, and a fully equipped kitchen.
Maison De Jardin Yale New Haven For Large Groups - Connecticut
9.5 15 reviews

Maison De Jardin Yale New Haven For Large Groups

house, Hamden
This spacious five-bedroom villa in New Haven, Connecticut is situated 2.6km from Yale University and 4km from New Haven City Hall, offering easy access to local attractions.
The 9-square-metre property sleeps 23 guests and boasts a fully equipped kitchen, private terrace, garden, free parking, Wi-Fi, and air conditioning.
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