Vacation Rentals in Connecticut

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Connecticut holiday rentals
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11702 Holiday rentals and Airbnb in Connecticut

Best family friendly Connecticut holiday rentals

Among the 11702 accommodations in Connecticut, here are the 4 best family friendly rentals

Large Historic Farmington Home - Connecticut
9.5 99 reviews
Connecticut
07/08 – 09/08
A$888/nighttotal: A$1776 (2 )

Large Historic Farmington Home

1 10
apartment , Farmington
This five-bedroom Farmington house, situated in the historic Unionville district, offers easy access to shops, restaurants, and river walks/bike trails, and is a short distance from UConn Health and Bradley International Airport.
The spacious property, sleeping up to ten guests, boasts a large kitchen, separate dining room, living room, a games room, extensive screened-in porch, and private parking for three or more cars; a full-sized washer and dryer add to its convenience.
Lakefront - King - Petsok - W&d - Fire Pit - Kayak - Connecticut
9.6 177 reviews
Connecticut
12/07 – 13/07
A$973/nightfor 1 night

Lakefront - King - Petsok - W&d - Fire Pit - Kayak

3 2
cabin , Ashford
This lakefront lodge is located in Ashford, Connecticut, offering stunning views of Lake Chaffee and a short drive from UCONN, Hartford, Boston, and New York City. The property has received excellent ratings for location, cleanliness, and user experience.
The three-bedroom lodge, spanning 79 square metres, comfortably accommodates up to six guests. Guests can enjoy a fully equipped kitchen, a private dock, kayaks, paddleboards, a fire pit, a gas grill, and a spacious patio with Adirondack chairs and a hammock.
1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids - Connecticut
9.4 403 reviews
Connecticut
01/08 – 03/08
A$327/nighttotal: A$654 (2 )

1st Flr Apt Your Private Resort, Now Family-ized: 1 Br + Lr Suitable For 2 Kids

1 2
apartment , Shelton
This apartment in Shelton is conveniently located near the CT Sports Center, with over 80 restaurants within a 15-minute drive. It has received excellent ratings for user experience, location, and cleanliness.
The self-catering property is spacious, with 58 square meters of floor area and a capacity for four guests. The apartment offers a range of amenities, including a swimming pool, jacuzzi, spa, and a private garden, perfect for enjoying the outdoors and relaxing.
Easton Townhouse With Pool And Hot Tub - Connecticut
Connecticut
27/06 – 04/07
A$442/nighttotal: A$3094 (7 )

Easton Townhouse With Pool And Hot Tub

2 2
house , Easton
This Easton townhouse is located in Weston, offering a garden setting with convenient on-site amenities.
This 177 square meter property accommodates up to 6 guests across 2 bedrooms and 2 bathrooms, featuring a private outdoor swimming pool, hot tub, on-site parking, and free WiFi.

Top cities

Best pet friendly Connecticut holiday rentals

Among the 11702 accommodations in Connecticut, here are the 4 best pet friendly rentals

Have The Perfect Stay In A Cozy Studio, Nestled In The Heart Of Broad Brook. - Connecticut
10 24 reviews
Connecticut
23/07 – 25/07
A$264/nighttotal: A$528 (2 )

Have The Perfect Stay In A Cozy Studio, Nestled In The Heart Of Broad Brook.

1 2
studio , East Windsor
This East Windsor apartment enjoys a waterfront location, a short walk from the Broad Brook Opera House and Scantic River State Park, and within 2 kilometres of East Windsor Park and East Windsor Dog Park.
The one-bedroom flat sleeps two, features a kitchenette with fridge and microwave, a terrace, on-site BBQ grills, and a smart TV, offering convenient self-catering and excellent access to local amenities and outdoor activities.
2-bedroom Apartment In Tranquil New Haven Near Yale University - Connecticut
Connecticut
23/07 – 25/07
A$375/nighttotal: A$750 (2 )

2-bedroom Apartment In Tranquil New Haven Near Yale University

2 2
apartment , New Haven
This two-bedroom flat in New Haven's Hill district is a 2-minute drive from New Haven Green and 4 minutes from East Rock Park, with Shubert Theatre and the Peabody Museum of Natural History a short walk or drive away, and conveniently located 14 minutes on foot from ZVE-New Haven Station.
This accommodation accommodates up to five guests and offers essential amenities including air conditioning and Wi-Fi, alongside practical comforts such as an ironing board and towels, ideal for exploring local attractions like Harkness Tower and the John Slade Ely House Art Centre.
The Antique Coastal Retreat | New Haven Harbor - Connecticut
10 12 reviews
Connecticut
18/07 – 21/07
A$548/nighttotal: A$1644 (3 )

The Antique Coastal Retreat | New Haven Harbor

1 6
house , West Haven
This detached house offers a waterfront retreat on New Haven Harbour, a mere 3.4 kilometres from Yale University and within easy reach of local beaches and eateries.
This property accommodates up to six guests in three bedrooms and features a fully equipped kitchen, air conditioning, Wi-Fi, and private parking, with direct views of the harbour from its decks.
Yale Getaway Parking Wooster Square King Bed - Connecticut
10 1 review
Connecticut
05/08 – 26/08
A$289/nighttotal: A$6069 (21 )

Yale Getaway Parking Wooster Square King Bed

1 2
apartment , New Haven
This New Haven flat, located in a convenient district, offers straightforward access to local attractions without being in the busiest areas, placing you a short distance from Yale University and its museums.
This pet-friendly apartment accommodates up to seven guests with one bedroom, a fully equipped kitchen, air conditioning, complimentary WiFi, and parking, ideal for exploring New Haven's cultural sites and dining scene.

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 11702 accommodations in Connecticut, here are the 4 best rentals with a pool

Best Town-washington, Restaurants! Nyc 2hrs Calhoun Poshpadsct Heated Pool,views - Connecticut
10 12 reviews
Connecticut
27/06 – 04/07
A$2330/nighttotal: A$16310 (7 )

Best Town-washington, Restaurants! Nyc 2hrs Calhoun Poshpadsct Heated Pool,views

5 9
apartment , Washington
This apartment is located in Washington Depot, a tranquil rural retreat just 1.6 kilometres from Washington Center and 13 kilometres from Lake Waramaug State Park. It has consistently received excellent ratings for user experience, location, and cleanliness.
The property features six bedrooms and can accommodate up to 12 guests. It offers a range of amenities, including a swimming pool, a tennis court, a garden, and a fully equipped kitchen, making it ideal for families and groups seeking a comfortable and relaxing stay.
Charming Beach Home, Complete With Pool & Cozy Guest House! - Connecticut
9.8 43 reviews
Connecticut
28/10 – 05/11
A$1258/nighttotal: A$10064 (8 )

Charming Beach Home, Complete With Pool & Cozy Guest House!

5 2
apartment , Clinton
This B&B is situated just 1.5 kilometres from the water in Clinton, close to the marina and town beach, offering easy access to the area's attractions. The property has received excellent user ratings and is perfect for families or groups of friends looking for a comfortable and spacious stay.
The B&B comprises a 341 square metre main house with five bedrooms and four bathrooms, accommodating up to 14 guests. The property boasts a range of amenities, including a private swimming pool, a tennis court, and a fully equipped kitchen, as well as a private garden with a fire pit and an outdoor shower, making it ideal for both relaxation and entertainment.
Guilford Carriage House At Granite Lodge! - Connecticut
10 18 reviews
Connecticut
04/09 – 07/09
A$601/nighttotal: A$1803 (3 )

Guilford Carriage House At Granite Lodge!

1 4
cottage , Branford
This charming cottage is located in Guilford, just 6 kilometres from Jacobs Beach and 3 kilometres from Bishop’s Orchards Farm Market & Winery, offering a peaceful retreat in a picturesque setting. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and enjoyable stay.
The cottage spans 93 square metres and accommodates up to four guests in one bedroom and one bathroom. It features a fully equipped kitchen with a dishwasher and fridge, a spa, air conditioning, parking, a shared seasonal pool, two fire pits, and a washer and dryer, ensuring a comfortable and convenient stay.
Treetops! A Reunion/retreat/event Estate! July Openings Seasonal Pool! Sleeps 12 - Connecticut
10 43 reviews
Connecticut
28/10 – 05/11
A$1003/nighttotal: A$8024 (8 )

Treetops! A Reunion/retreat/event Estate! July Openings Seasonal Pool! Sleeps 12

5 2
apartment , Guilford
This five-bedroom, mid-century modern house is located on a granite clifftop in Guilford, a short walk from the town beach and a five-minute drive from the town centre.
The property offers a large, well-equipped kitchen, a spacious living room with a top-of-the-line stereo system, a Smart TV, and a fireplace, plus a library filled with books, as well as a stunning pool area with a flower garden, a natural stone fire pit, and a spacious wrap-around deck.

Best Connecticut holiday rentals with parking

Spacious 3-bedroom Unit In Prime New Haven Locationa Perfect Place To Call Home - Connecticut
9.2 7 reviews
Connecticut
01/08 – 04/08
A$413/nighttotal: A$1239 (3 )

Spacious 3-bedroom Unit In Prime New Haven Locationa Perfect Place To Call Home

3 6
apartment , New Haven
This 3-bedroom flat is located in New Haven's West River district, offering convenient access to cultural sites such as Woolsey Hall and the Shubert Theatre, with local shops, restaurants, and transport links within easy reach. This accommodation, suitable for up to 6 guests, features a microwave oven, internet, and on-site parking, providing a secure environment with bright, spacious rooms and an open-plan living and dining area for relaxation and entertainment.
Private Executive Suite - Connecticut
10 1 review
Connecticut
12/07 – 13/07
A$187/nightfor 1 night

Private Executive Suite

1 2
apartment , Waterbury
This recently renovated executive suite in Waterbury is located approximately 19 kilometres from Flanders Nature Centre and the Witch's Dungeon Classic Movie Museum.
This 16-square-metre flat offers a private terrace, complimentary private parking, free WiFi, and a fully equipped kitchen for up to five guests.
In-law Apartment In Farmington River Cottage - Connecticut
9.8 206 reviews
Connecticut
27/06 – 28/06
A$287/nightfor 1 night

In-law Apartment In Farmington River Cottage

1 2
apartment , Windsor
This Windsor self-catering apartment is conveniently located near Bradley International Airport (a 24km drive), I-91 (8km), and Windsor train station (8km).
The ground-floor property offers a private entrance, one bedroom, one bathroom, sleeps two guests, and includes a small kitchen with a fridge, microwave, and coffee maker, plus Wi-Fi, a fireplace and off-street parking.
Summer At The Haddam House - Connecticut
10 151 reviews
Connecticut
04/09 – 07/09
A$434/nighttotal: A$1302 (3 )

Summer At The Haddam House

1 4
apartment , Haddam
This waterfront property in Haddam is just a short distance from Eagle Landing State Park and the Connecticut Valley Railroad State Park Trail, offering easy access to the Connecticut River and Scherer Library of Musical Theatre within a 24km drive. This house has received excellent ratings for its location, cleanliness, and overall experience.
The property offers 52 square metres of space, accommodating up to 4 guests in one bedroom and one bathroom. Guests can enjoy a fully equipped kitchen, a garden, a terrace, a jacuzzi, and parking, as well as access to the internet and air conditioning.
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