Holiday Rentals in Connecticut

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Connecticut holiday rentals
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Best Holiday rentals and Airbnb offers in Connecticut

Best family friendly Connecticut holiday rentals

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

The Studio Apartment At Indian Cove - Connecticut
10 105 reviews

The Studio Apartment At Indian Cove

apartment, Guilford
This Guilford loft apartment, situated in a private beach community, is a two-block walk (approximately 0.16km) from a private beach.
The self-contained apartment offers a queen-size bed, sleeps three guests, includes bikes and kayaks for guest use, and features a kitchenette with a two-burner stove, small refrigerator, toaster oven, and microwave.
Luxe Condo In Norwich Less Than 3 Minutes From Mohegan Sun - Connecticut
8.6 29 reviews

Luxe Condo In Norwich Less Than 3 Minutes From Mohegan Sun

apartment, Norwich
This Norwich apartment, near Norwich Golf Course (a 2-minute walk), offers convenient access to Wells Dinosaur Haven (a 14-minute walk, approximately 1.1km).
The self-catering flat features one bedroom, one bathroom, sleeps four, and includes a fully equipped kitchen with appliances such as a dishwasher and a lobster pot, plus on-site parking, a swimming pool, jacuzzi, sauna, and free Wi-Fi.
Coastal Getaway With Water Views In Every Room - Connecticut
10 10 reviews

Coastal Getaway With Water Views In Every Room

apartment, Madison
This beachfront property in Madison, Connecticut, approximately 16km from Guilford, offers spectacular views of the Long Island Sound and is close to attractions such as the Deacon John Grave House and Scranton Memorial Library.
Sleeping six comfortably, this three-bedroom, one-bathroom apartment provides a fridge, dishwasher, air conditioning, parking, internet access, and is pet-friendly, ideal for families visiting the Guilford area.
Rocco's Retreat - Connecticut
9.6 104 reviews

Rocco's Retreat

apartment, Milford
This charming 1920s beach house is located in the desirable Silver Sands section of Milford, just a two-minute walk from a private sandy beach and a short walk to the Charles Island bird sanctuary. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house offers three bedrooms, accommodating up to five guests, and features a fully equipped kitchen, a private garden, and air conditioning. Guests can enjoy the enclosed porch, relax in the garden with its outdoor seating and barbecue, and explore the nearby downtown Milford with its restaurants, bars, and attractions.

Top cities

Best pet friendly Connecticut holiday rentals

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

Dtwn Yale Wooster Square Laundry - Connecticut
9.2 6 reviews

Dtwn Yale Wooster Square Laundry

apartment, New Haven
This New Haven apartment, situated in the Wooster Square neighbourhood, is a short walk from City Hall and a 3 km stroll from Yale University.
The one-bedroom flat, sleeping up to nine guests, offers a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, air conditioning, parking, and is close to the Yale Bowl and Tweed-New Haven Airport.
21 Comfortable And Luxurious - Connecticut
No reviews

21 Comfortable And Luxurious

house, Bristol
This Plainville holiday home, a 3-bedroom property, is situated approximately 6.6km from Lake Compounce and 10km from the Witch's Dungeon Classic Movie Museum.
The 164 square metre dwelling boasts a fully equipped kitchen, a garden, free Wi-Fi, and accommodates up to 11 guests.
Westshore Luxury - Connecticut
9.6 176 reviews

Westshore Luxury

apartment, West Haven
This beachfront West Haven property boasts direct beach access and is within easy walking distance of scenic shoreline bike paths.
The three-bedroom, two-bathroom house sleeps six, offering a kitchen with dishwasher, air conditioning, a garden, parking, and a bonus room, perfect for families or groups seeking a relaxing West Haven seaside escape.
Spacious Oceanview Villa Elegant Coastal Escape, Sleeps 22 - Connecticut
10 1 review

Spacious Oceanview Villa Elegant Coastal Escape, Sleeps 22

house, New London
This eight-bedroom coastal villa in New London offers direct beachfront access and is located 4 minutes' walk from Pequot Chapel and 0.8 miles from Monte Cristo Cottage.
Spanning 372 square metres, this family-friendly residence features a kitchen with a fridge, microwave, and dishwasher, air conditioning, a swimming pool, terrace, garden, parking, free WiFi, an outdoor fireplace, casino, and evening entertainment.

Frequently asked questions about holiday rentals in Connecticut

  • What are the must-see sights in Connecticut, United States?

    Mystic Seaport Museum, a living history museum showcasing maritime life; Mark Twain House & Museum, the preserved home of the famous author; Yale University in New Haven, a stunning campus with historical buildings; and the charming coastal towns of Mystic and Essex are all popular choices.
  • What are the best Airbnb and vacation rentals in Connecticut?

    Whole Apartment - Private - Walk To Yale And Downtown, Windy Top Cottage ~ A Romantic "European" Getaway and Villa Signor are the most popular Airbnb and vacation rentals in Connecticut among travelers.

  • What hotel options are available in Connecticut?

    You can find luxury hotels overlooking a harbor, budget motels, study hotels in Yale, humble inns, as well as cozy bed and breakfasts in historic houses in Connecticut. We can help you find the right hotel for you in Connecticut in just seconds and at the best price.
  • Are there any unique natural phenomena in Connecticut, United States?

    While Connecticut doesn't have dramatic geological features like massive canyons, its coastline offers beautiful rocky shores and sandy beaches. The state also boasts numerous state parks with diverse ecosystems, including forests and wetlands. Talcott Mountain State Park offers stunning views from Heublein Tower.
  • What are the most popular Airbnbs in Connecticut?

  • Where is the best town to book a hotel in Connecticut?

    Although Stamford, Windsor Locks, and Groton are some of the more popular destinations for travelers visiting Connecticut, you may want to consider some of the smaller, more picturesque towns to visit. Connecticut is not a big state, so anywhere you find pleasant would make a good base. Perhaps consider Essex, Cornwall, Mystic, or Greenwich for somewhere picturesque and peaceful to stay. Of course, if you want somewhere bigger, you can always rub shoulders with the Ivy League crowd in New Haven or head to the state capital of Hartford.
  • What essentials should you bring along to Connecticut, United States?

    Comfortable walking shoes are a must, as are layers of clothing, as the weather can be changeable. Sunscreen and insect repellent are also advisable, especially during warmer months. Don't forget a reusable water bottle, as staying hydrated is important.
  • What are the best vacation rentals with a pool in Connecticut?

    Villa Signor, Charming Historic House In Downtown Mystic and Quiet 2 Bed Room Apt W/ Private Entrance are the best vacation rentals with a pool in Connecticut.

  • Where should you book a hotel for the International Festival of Arts and Ideas?

    The International Festival of Arts and Ideas takes place in New Haven, so you'll want to book your Connecticut hotel here. But make sure you book your hotel in advance.
  • What famous events or festivals are happening in Connecticut, United States?

    The annual Connecticut Renaissance Faire is a popular event, offering a taste of medieval times. Many towns and cities host smaller festivals throughout the year, often celebrating local produce or arts and crafts. Check local listings for specific dates and events.
  • What are the best rentals for families and kids in Connecticut?

  • What is there to do in Connecticut?

    For some history, head to Mystic Seaport, which is home to one of the United State's most prominent maritime museums. Also, don't miss the Yale University Museums, like the Yale Art Gallery or the Peabody Museum of Natural History. Animal lovers may want to come face-to-face with marine life in the Mystic Aquarium, while literature lovers will want to make a pilgrimage to the Mark Twain House and Museum. Of course, you can also just relax by the sea, drive through quaint and pretty villages and enjoy Connecticut life.
  • Where can you find the best restaurants serving local dishes in Connecticut, United States, and what are the must-try specialties?

    Many excellent restaurants across the state serve fresh, locally sourced seafood. Look for restaurants in coastal towns like Mystic and Stonington for the freshest catches. Steamed clams, lobster rolls, and New England clam chowder are must-try specialties.
  • What are the best rentals or Airbnbs with a jacuzzi in Connecticut?

    The best vacation rentals or Airbnb with a jacuzzi in Connecticut are Whole Apartment - Private - Walk To Yale And Downtown, Villa Signor and Spacious 2 Bedroom Apartment Close To Yale Bowl.

  • How can you get around in Connecticut?

    You can get around Connecticut by car easily, as the highways are easy to navigate and plentiful. You can travel by train if you are going along the coast, and there are also services between New Haven and Hartford. In addition, you can get a ferry from Long Island to Connecticut ports. There are also Greyhound buses and buses operated by other companies, like Peter Pan Bus lines.
  • What are some less-famous attractions in Connecticut, United States that are worth a visit?

    The Florence Griswold Museum in Old Lyme, showcasing American Impressionist art; the charming town of Litchfield, with its historic architecture and quaint shops; and hiking trails in the Litchfield Hills offer a more off-the-beaten-path experience.
  • What are the best activities for engaging with locals and understanding their culture in Connecticut, United States?

    Visiting local farmers' markets, attending community events in smaller towns, and striking up conversations with people in local pubs or cafes are great ways to connect with the local culture. Exploring the state's many historical sites can also provide insights into Connecticut's past.
  • What unique natural landscapes and terrain features can travellers explore in Connecticut, United States?

    Connecticut offers a variety of landscapes, from its rocky coastline and sandy beaches to rolling hills and forests in the Litchfield Hills. The state also has several rivers and lakes, perfect for kayaking or canoeing. The diverse terrain provides opportunities for hiking, biking, and other outdoor activities.
  • How many days are ideal for visiting Connecticut, United States, and what are some itinerary suggestions?

    A long weekend (3-4 days) allows for a taste of Connecticut's highlights, focusing on a specific region like the coast or the Litchfield Hills. A week-long trip offers more time to explore different areas and engage in more activities. Possible itineraries could focus on coastal exploration, a historical tour, or a nature-focused trip.

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 Studio: Indoor Hot Tub & Inground Pool Access - Connecticut
9.5 168 reviews

Cozy Studio: Indoor Hot Tub & Inground Pool Access

studio, Montville
This studio apartment is located in Uncasville, just 35 kilometres from Foxwoods Casinos, 27 kilometres from Mystic Seaport, and 32 kilometres from the Goodspeed Opera House, offering easy access to popular attractions. The studio has received excellent ratings for its cleanliness, location, and overall user experience.
The self-catering apartment is 84 square metres and comfortably sleeps two guests. It features a private pool, an indoor hot tub, a fully equipped kitchen, a garden, and free Wi-Fi, ensuring a relaxing and enjoyable stay.
Charming Farmhouse W/ Pool & Fishing Pond! - Connecticut
10 22 reviews

Charming Farmhouse W/ Pool & Fishing Pond!

apartment, Bolton
This Bolton holiday home is ideally situated near Bolton Notch State Park (3.2km), Charter Oak Park (9.7km), and Gay City State Park (9.7km), offering easy access to outdoor recreation.
This six-bedroom property boasts 279 square metres of floor space, sleeps up to ten guests, and includes a private swimming pool, spa, and fully equipped kitchen with modern appliances; free parking is also provided.
Cozy Studio: Indoor Hot Tub & Inground Pool Access - Connecticut
9.6 49 reviews

Cozy Studio: Indoor Hot Tub & Inground Pool Access

studio, Montville
This apartment is located in Montville, just over 4 km from Nature's Art Village and Dinosaur Place, making it ideal for exploring the region's attractions. The accommodation has received excellent reviews from previous guests, highlighting its comfortable and well-equipped nature.
This one-bedroom apartment spans 84 square metres and comfortably accommodates two guests. Enjoy a private pool, a relaxing jacuzzi, a well-equipped kitchen, and a cosy fireplace, all within a peaceful garden setting.
Historic Colonial Pool Walk To Town - Connecticut
9.5 4 reviews

Historic Colonial Pool Walk To Town

house, Litchfield
This historic colonial house is located in Litchfield, Connecticut, just a short drive from attractions like Witch’s Dungeon Classic Movie Museum (30km) and Lake Compounce (37km).
The property is a 3-bedroom house with a floor area of 260 square metres, comfortably accommodating up to 11 guests. It features a fully equipped kitchen, a private terrace with sea views, a swimming pool, a garden, and parking.

Best Connecticut holiday rentals with parking

1st Flr Apt Your Private Resort, Now Family-ized! - Connecticut
9.4 411 reviews

1st Flr Apt Your Private Resort, Now Family-ized!

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.
Seasons Hospitality New Studio Comfort - Connecticut
9.9 27 reviews

Seasons Hospitality New Studio Comfort

resort, Wallingford
This Wallingford studio apartment is situated in the heart of the town centre, within easy walking distance of Wallingford Castle and the River Thames.
The apartment offers a comfortable and modern space for two guests, featuring a fully equipped kitchen with a fridge, freezer, and microwave oven, as well as air conditioning and parking.
The Wadsworth Suite A2 - Connecticut
8.8 53 reviews

The Wadsworth Suite A2

apartment, Hartford
This one-bedroom flat is situated in the South Downtown district of Hartford, just a short walk from the Bushnell Center for Performing Arts and within a mile of the XL Center and Wadsworth Atheneum. It has received excellent ratings for location, cleanliness, and user experience.
The flat is modern and well-equipped, offering a comfortable stay with a fully equipped kitchen, a balcony with city views, a flat-screen TV with streaming services, complimentary Wi-Fi, and private parking.
Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk - Connecticut
9.8 17 reviews

Lovely Bohemian Loft Downtwn, Amphitheater,seaside Park,metro North,2-10min Walk

apartment, Bridgeport
This pet-friendly apartment in Bridgeport's city centre is a five-minute walk from Bridgeport Train Station and close to Baldwin Plaza Shopping Centre and the historic Bridgeport Downtown South district.
The one-bedroom, one-bathroom flat sleeps two guests and offers a fully equipped kitchen, free Wi-Fi, a smart TV, air conditioning, on-site parking, and proximity to attractions including Beardsley Zoo and the Ballpark at Harbor Yard.
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