Holiday Rentals in Connecticut

17164 available vacation rental offers

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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

Sage Haven: Comfy, Family Friendly, Close To Yale - Connecticut
10 111 reviews

Sage Haven: Comfy, Family Friendly, Close To Yale

apartment, New Haven
This New Haven apartment, situated near Yale University's Old Campus, is less than 2.4km from the city centre and within 1.3km of Edgerton Park and 1.9km of East Rock Park.
Sleeping six guests, this recently renovated three-bedroom property boasts a fully equipped kitchen, washer/dryer, super-fast Wi-Fi with streaming services, and family-friendly items including a travel cot and high chair, plus parking and access to a shared patio.
Apartment ∙ 1 Bedroom ∙ 2 Guests - Connecticut
No reviews

Apartment ∙ 1 Bedroom ∙ 2 Guests

apartment, Manchester
This comfortable apartment is located in a quiet Manchester neighbourhood, conveniently close to Junction 63 of the I-84, offering easy access to East Hartford, Glastonbury, and other towns in Hartford County.
The one-bedroom flat, sleeping up to two guests, boasts a fully equipped kitchen including a stove, refrigerator, and coffee maker, plus air conditioning, parking, and Wi-Fi.
Grace Island - Connecticut
No reviews

Grace Island

island, Branford
Grace Island is a private island located just off the coast of Branford, Connecticut, a short distance from the picturesque Thimble Islands and a short drive from the historic town centre. The island offers complete privacy and stunning views of the Long Island Sound.
The island has a 11-bedroom hotel, originally built in 1850, and can accommodate up to 250 guests. It offers a range of amenities, including a kitchen with a fridge, freezer, and dishwasher, as well as a garden and internet access. Guests can enjoy a range of activities, including swimming, fishing, and exploring the surrounding islands.
The Cottage By The Brook - Connecticut
9.9 171 reviews

The Cottage By The Brook

apartment, Guilford
This charming cottage is located in Guilford, a short walk from the picturesque Guilford Green and the Shoreline East train station. The cottage consistently receives excellent ratings for its cleanliness, location, and overall experience, ensuring a comfortable stay.
The one-bedroom cottage can accommodate two guests and offers a fully equipped kitchen, a private garden, and parking. Guests can enjoy the peaceful setting, explore nearby hiking trails, or visit nearby attractions such as casinos, outlet malls, and Hammonasset State Beach Park.

Top cities

Best pet friendly Connecticut holiday rentals

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

Lake - Petsok - Wi-fi - W&d - Fire Pit - Kayaks - Connecticut
9.4 197 reviews

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

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.
House ∙ 5 Bedrooms ∙ 10 Guests - Connecticut
No reviews

House ∙ 5 Bedrooms ∙ 10 Guests

house, Milford
This renovated Victorian dwelling is located on Plymouth Court in Milford, 2.2 kilometres from the beach and within walking distance of the town centre and train station.
This 5-bedroom property accommodates up to 10 guests with a fenced garden, a dedicated children's play area for ages 7 and above, and driveway parking for three vehicles.
The Off-grid Cabin On Turkey Hill - Connecticut
9.8 92 reviews

The Off-grid Cabin On Turkey Hill

cabin, Haddam
This secluded cabin is located in Haddam, just 8-10 kilometres from Tylerville Center and Higganum Center, offering easy access to local amenities while still providing a peaceful escape in the woods. The property has received excellent ratings for its location, cleanliness, and user experience.
The cabin, suitable for up to four guests, is set on a 22-acre plot, with a private 0.8-kilometre driveway leading to it. Guests can enjoy a range of activities, including hiking, fire-pit evenings, and exploring the nearby gem mine.
West Hartford Center Apartment - Connecticut
9.6 39 reviews

West Hartford Center Apartment

apartment, West Hartford
This one-bedroom flat is conveniently located in West Hartford, just a short walk from the bustling Blue Back Square and the West Hartford Center, offering easy access to shops, restaurants, and entertainment. This property has received excellent reviews from previous guests.
The flat can accommodate up to two guests and features a fully equipped kitchen, a private balcony, and a large smart TV for entertainment. Guests can enjoy the convenience of on-site parking, laundry facilities, and high-speed internet, as well as the added benefit of being pet-friendly.

Frequently asked questions about holiday rentals in Connecticut

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

    For iconic Connecticut sights, you've got to see Mystic Seaport, a living history museum showcasing maritime life. Mark Twain House & Museum in Hartford offers a glimpse into the author's life. Yale University's campus in New Haven is architecturally stunning, and the Peabody Museum of Natural History there is also a must-see. Finally, the charming coastal town of Mystic is a delightful place to explore.
  • What are the best Airbnb and holiday rentals in Connecticut?

    Windy Top Cottage ~ A Romantic "European" Getaway, Villa Signor and Quaint 2br Apt- 1 Block Walk To Wesleyan & Main St are the most popular Airbnb and holiday rentals in Connecticut among travellers.

  • Are there any unique natural phenomena in Connecticut, United States?

    While Connecticut doesn't have dramatic geological features like massive canyons, its natural beauty lies in its diverse landscapes. The Connecticut River Valley provides stunning scenery, and the state boasts numerous charming coastal areas. Exploring the state's many forests and state parks, such as Talcott Mountain State Park, reveals a quieter side of nature.
  • What are the most popular Airbnbs in Connecticut?

  • What essentials should you bring to Connecticut, United States?

    Pack comfortable walking shoes – you'll be doing a lot of exploring! Depending on the time of year, bring layers of clothing as Connecticut's weather can be unpredictable. Sunscreen and insect repellent are always good ideas, especially during the warmer months. And don't forget your camera to capture the beautiful scenery.
  • What are the best holiday 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 holiday rentals with a pool in Connecticut.

  • What famous events or festivals are happening in Connecticut, United States?

    Connecticut hosts many events throughout the year. The Mystic Outdoor Film Festival is a popular choice, showcasing films in a stunning outdoor setting. The annual Connecticut Renaissance Faire offers a step back in time with medieval-themed entertainment. Many towns and cities also host smaller, local festivals throughout the summer and autumn.
  • What are the best rentals for families and kids in Connecticut?

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

    For a taste of Connecticut, try the seafood at restaurants along the coast; Mystic and New Haven have many excellent options. Look for restaurants specialising in New England clam chowder, lobster rolls, and other seafood dishes. Inland, you'll find hearty, traditional American fare. Each region of Connecticut has its own culinary character, so exploring different areas will reveal a variety of dining experiences.
  • What are the best rentals or Airbnbs with a jacuzzi in Connecticut?

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

    Consider visiting the charming town of Litchfield, known for its historic architecture and quaint shops. The Florence Griswold Museum in Old Lyme showcases American art, particularly the works of the Lyme Art Colony. Exploring the many hiking trails in the state forests offers a tranquil escape from the more crowded tourist areas.
  • What are the best activities for engaging with locals and understanding their culture in Connecticut, United States?

    Visiting local farmers' markets is a great way to interact with people and sample regional produce. Attending a local event or festival provides opportunities to meet residents and experience Connecticut's community spirit. Simply striking up conversations with people in smaller towns and villages can also offer insights into local life and culture.
  • What unique natural landscapes and terrain features can travellers explore in Connecticut, United States?

    Connecticut offers diverse landscapes, from the rocky coastline to the rolling hills of Litchfield County and the forests of the central region. The Connecticut River Valley provides a unique scenic experience, and the state's many state parks and forests offer opportunities for hiking, biking, and exploring the natural environment. The diverse terrain provides varied options for 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 exploring a specific region, such as the coast or the Hartford area. A week provides more flexibility for a more comprehensive tour, allowing you to visit multiple regions and experience Connecticut's diversity. A possible itinerary could include a day in Mystic, a day exploring Hartford, and a day in New Haven, with additional time for hiking or relaxing in smaller towns.

Nearby regions

Best Connecticut holiday rentals with a pool

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

Roof Top Pool, Ocean Views, Private Beach! - Connecticut
9.4 16 reviews

Roof Top Pool, Ocean Views, Private Beach!

apartment, Clinton
This Clinton flat, situated at the highest point of the shoreline, offers direct, private beach access and unparalleled panoramic ocean views, with sunrises and sunsets over the water.
Boasting old-world charm and rustic luxury, this Mediterranean-inspired dwelling accommodates up to five guests across two bathrooms, featuring a private plunge pool, outdoor shower, on-site kayaking, and potential discounts on Blue Heron Cruises.
Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets - Connecticut
10 7 reviews

Waterfront Oasis 4 Bdr House In Old Saybrook Direct Waterfront Amazing Sunsets

apartment, Old Saybrook
This Old Saybrook holiday home is situated less than 1 kilometre from Harvey's Beach and within a short drive of the General William Hart House and Katharine Hepburn Cultural Arts Center.
The four-bedroom property sleeps eight guests and boasts a fully equipped kitchen, patio, free Wi-Fi, and parking, offering easy access to local attractions such as the Saybrook Country Barn (approximately 4.7 km away).
Bluestone Cottage - Connecticut
No reviews

Bluestone Cottage

house, Goshen
This three-bedroom property in Goshen is located 10 kilometres from the airport and 15 kilometres from the train station.
This holiday home accommodates up to 11 guests and features a private swimming pool, a garden, and a fully equipped kitchen with a dishwasher and oven.
Historic Inn On A 100 Acre Organic Farm With Lake, Private Pool & Gourmet Food - Connecticut
10 119 reviews

Historic Inn On A 100 Acre Organic Farm With Lake, Private Pool & Gourmet Food

apartment, East Lyme
This family-friendly house is located in East Lyme, just 5km from Flanders Plaza Shopping Centre and Cedar Ridge Golf Course, offering a peaceful and convenient base for exploring the area. The property has received excellent user reviews, highlighting its comfortable and well-equipped nature.
This spacious 7-bedroom house can comfortably accommodate up to 14 guests, providing ample space for families or groups of friends. Guests can enjoy a range of amenities including a private pool, a spa, a garden, a terrace, and a fully equipped kitchen, making it ideal for a relaxing and enjoyable stay.

Best Connecticut holiday rentals with parking

Entire House For Big Group-4 Bedrooms -Minutes From Hartford - Connecticut
10 3 reviews

Entire House For Big Group-4 Bedrooms -Minutes From Hartford

house, East Hartford
This East Hartford holiday home is a short drive from downtown Hartford, with the Wadsworth Atheneum and XL Center approximately 7.2 kilometres away, and the historic Mark Twain House 9.5 kilometres distant.
This property offers accommodation for up to 19 guests, featuring two bathrooms, complimentary WiFi, free private parking, and a fully equipped kitchen, while being strictly non-smoking.
Charming 2br Getaway With Modern Comforts - Connecticut
8.4 13 reviews

Charming 2br Getaway With Modern Comforts

apartment, Bridgeport
This Bridgeport apartment, situated 15.3 km from Silver Sands State Park and 19.3 km from the Connecticut Post Mall, offers convenient access to both natural beauty and shopping.
This two-bedroom flat boasts 186 square metres of floor space, a fully equipped kitchen with dishwasher and microwave, accommodating up to nine guests and including free Wi-Fi, on-site parking, a garden, and a barbecue.
Lake Cabin Centrally Located! - Connecticut
10 16 reviews

Lake Cabin Centrally Located!

apartment, Salem
This Salem apartment, near Gardner Lake, offers direct lake access with kayaking, and is within a 24km radius of Mohegan Sun Casino, Foxwoods Resort Casino & Great Wolf Lodge, and Backus Hospital.
The two-bedroom, one-bathroom flat sleeps three, features a kitchen, air conditioning, parking, a private deck, and shared lawn and patio areas, perfect for families or small groups seeking a relaxing lakeside stay.
Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage - Connecticut
9.8 26 reviews

Newly Remodeled 2 Bedroom Cottage On The Beach. The Kaitlyn Cottage

cottage, Clinton
This beachside cottage is situated in Clinton, directly on the beach, just a short drive from Meigs Point Nature Center, Anna Mia's restaurant, and RJ Julia Booksellers. It has received excellent reviews from previous guests, who have praised its comfort and convenient location.
The two-bedroom cottage sleeps up to six guests and is fully furnished with everything you need for a comfortable stay. Amenities include a fully equipped kitchen, air conditioning, free Wi-Fi, and a private sandy beach perfect for relaxing and enjoying the sun. Guests can also enjoy a variety of water activities, such as jet skiing, boating, and snorkeling, in the nearby Long Island Sound.
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