Best Vacation Homes in Connecticut
Villa
10.0(115 Reviews)
2 Bedrooms
1 Bath
4 Guests
1300 ft²
Hot Tub
Fireplace/Heating
Balcony/Terrace
Kitchen
AU $379/Night
7 Nights - AU $2,650
House
10.0(17 Reviews)
4 Bedrooms
2 Baths
8 Guests
2443.41 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
AU $2,769/Night
7 Nights - AU $19,380
AU $358/Night
7 Nights - AU $2,505
House
10.0(89 Reviews)
2 Bedrooms
1 Bath
4 Guests
798 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
AU $596/Night
7 Nights - AU $4,176
House
10.0(17 Reviews)
3 Bedrooms
3 Baths
8 Guests
1550 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- View
AU $1,408/Night
7 Nights - AU $9,856
House
10.0(75 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
AU $612/Night
7 Nights - AU $4,286
House
10.0(74 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $541/Night
7 Nights - AU $3,786
House
10.0(70 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $501/Night
7 Nights - AU $3,508
Connecticut Luxury Rentals
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House
4 Bedrooms
5 Baths
12 Guests
- Hot Tub
- Fireplace/Heating
Pool
Pet Friendly
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New
Hotel
1 Bath
Spa- Fireplace/Heating
- Pool
- Kitchen
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Apartment
9.4(8 Reviews)
2 Bedrooms
1 Bath
4 Guests
1250 ft²
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
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Villa
6 Bedrooms
9 Baths
12 Guests
10000 ft²
Private Pool- Oceanfront
- Hot Tub
- Spa
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House
11 Bedrooms
5 Baths
22 Guests
6500 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $9,544/Night
7 Nights - AU $66,805
New
House
13 Bedrooms
9 Baths
31 Guests
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
AU $9,544/Night
7 Nights - AU $66,805
Connecticut Pet Friendly Vacation Rentals
Cottage
10.0(57 Reviews)
2 Bedrooms
1 Bath
6 Guests
1350 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $525/Night
7 Nights - AU $3,675
House
10.0(11 Reviews)
3 Bedrooms
2 Baths
6 Guests
1399.31 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $687/Night
7 Nights - AU $4,809
Cottage
10.0(3 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Pool
- Ocean View
- View
AU $573/Night
7 Nights - AU $4,008
House
10.0(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $386/Night
7 Nights - AU $2,704
Apartment
10.0(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
2098.96 ft²
Private Beach- Oceanfront
- Ocean View
- View
AU $972/Night
7 Nights - AU $6,806
Cottage
10.0(46 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $451/Night
7 Nights - AU $3,155
House
10.0(45 Reviews)
2 Bedrooms
2 Baths
4 Guests
1250 ft²
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $917/Night
7 Nights - AU $6,420
Cottage
10.0(42 Reviews)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
AU $744/Night
7 Nights - AU $5,205
Connecticut Large Vacation Homes
Apartment
10.0(2 Reviews)
3 Bedrooms
2 Baths
16 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
AU $518/Night
7 Nights - AU $3,627
House
10.0(6 Reviews)
4 Bedrooms
2 Baths
13 Guests
2228.13 ft²
- Balcony/Terrace
Breakfast- Parking
- Air Conditioner
AU $673/Night
7 Nights - AU $4,712
House
10.0(3 Reviews)
5 Bedrooms
2 Baths
10 Guests
2002 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
AU $836/Night
7 Nights - AU $5,849
AU $1,591/Night
7 Nights - AU $11,134
Apartment
10.0(4 Reviews)
4 Bedrooms
2 Baths
11 Guests
1001.04 ft²
- Balcony/Terrace
- View
- Pet Friendly
- Parking
AU $730/Night
7 Nights - AU $5,109
House
2 Bedrooms
2 Baths
14 Guests
2347 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
AU $840/Night
7 Nights - AU $5,880
New
House
17 Bedrooms
14 Baths
38 Guests
8800 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $6,711/Night
7 Nights - AU $46,978
New
House
11 Bedrooms
10 Baths
24 Guests
5300 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
AU $4,305/Night
7 Nights - AU $30,138
Why Choose Rent By Owner for your Connecticut Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Best Times to Visit Connecticut
When should you plan your Vacation Rentals stay?
Choosing the optimal time to vacation in Connecticut ensures you experience the region’s natural beauty and local charm at its best, making your stay more enjoyable and memorable.
Peak Season Highlights
Summer (June to August)
During summer, the area experiences warm weather perfect for outdoor activities and exploring local attractions. This period attracts many visitors looking to enjoy the region's scenic beauty and vibrant events.
Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
Fall (September to November)
Autumn brings colorful foliage and pleasant temperatures, making it an ideal time to experience the region’s natural beauty and cultural festivities. Visitors often seek this season for a picturesque and comfortable getaway.
Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
Off-Season Highlights
Winter (December to February)
In winter, the area offers a peaceful retreat with cooler temperatures, which is perfect for those seeking tranquility or wintertime activities. Rates tend to be more affordable during this quieter period.
Average Temperature Daytime: 30°F to 40°F - Nighttime: 20°F to 30°F
Spring (March to May)
Spring ushers in mild weather and blooming landscapes, providing a fresh ambiance for exploring and relaxing. It’s a favorable season for travelers looking to avoid crowds while enjoying the region’s renewal.
Average Temperature Daytime: 50°F to 65°F - Nighttime: 35°F to 45°F
Weekly Weather Forecast for Connecticut
How to Book Your Connecticut Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Connecticut
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Outdoor Amenities
- Enjoy a private outdoor swimming pool to relax during warm summer days.
- Take advantage of spacious patios or decks perfect for outdoor dining and gatherings.
- Explore well-maintained gardens or landscaped yards that add charm to your stay.
- Benefit from featuring outdoor grills or BBQ areas for delicious cookouts.
- Utilize outdoor fire pits or fireplaces ideal for evening socializing and roasting marshmallows.
- Find access to scenic walking trails or nearby nature paths right from your rental property.
- Relax in private hot tubs or spas available in some outdoor spaces, offering soothing experiences after exploring the area.
Top Attractions Around Connecticut
What attractions are nearby?
During your stay, you can explore a variety of outdoor activities, cultural attractions, and scenic spots that showcase the best of this destination’s natural beauty and local charm.
Family Activities
- Mystic Seaport Museum: Explore this historic maritime museum where your family can learn about the region’s rich nautical history through interactive exhibits and authentic ships.
- The Connecticut Science Center: Engage your children with hands-on science exhibits and immersive displays that make learning fun for all ages in this family-friendly destination.
- Lighthouse Point Park: Spend a relaxing day at the beach, enjoy picnicking, or take a leisurely ride on the vintage carousel while taking in scenic views along the coastline.
- Lake Compounce Amusement Park: Experience thrilling rides and entertainment at one of the oldest amusement parks in North America, perfect for family adventures here in the region.
Adult Activities
- Wine Tasting Tours: Explore the region's renowned vineyards and enjoy guided wine tastings that showcase Connecticut’s rich viticulture heritage.
- Historical River Cruises: Discover the area's fascinating history while relaxing on scenic river cruises that highlight the natural beauty and storytelling of this destination.
- Gourmet Food Experiences: Savor farm-to-table dining, culinary tours, and local food festivals that celebrate the region's diverse gastronomic offerings.
- Nature Hikes and Trail Adventures: Embark on picturesque hiking trails through lush landscapes and preserved parks, perfect for outdoor enthusiasts seeking tranquility and stunning views.
Other Places to Stay in Connecticut, CT
New Haven
New London County
Mystic - New London
New Haven County
Hartford
Fairfield County
Hartford County
Gold Coast
Stamford
Middlesex County
Litchfield County
Old Saybrook
Connecticut Travel Tips
How Can You Make the Most of Your Stay?
- Explore Local Attractions: Take advantage of the region's renowned cultural and natural sites to enrich your stay and create memorable experiences.
- Savor Regional Cuisine: Indulge in authentic local flavors by dining at nearby eateries that highlight Connecticut’s culinary heritage.
- Plan Outdoor Activities: Make the most of the area's scenic landscapes by engaging in outdoor pursuits such as hiking, boating, or simply enjoying the fresh air.
- Choose the Right Vacation Rental: Select a well-located property in the area that offers convenience, comfort, and the amenities you need for a relaxing getaway.
Transportation Options
- Amtrak Train Service: Connecting you to major cities and towns, the Amtrak trains provide a comfortable and reliable way to explore the region from your vacation rental.
- Connecticut Transit Buses: Offering extensive routes within the area, the bus system allows for convenient travel between popular destinations and your accommodation.
- Private Car Rentals: For added flexibility and comfort, car rentals available here enable you to explore the region at your own pace during your stay.
- Airport Transfers and Shuttle Services: Convenient shuttle services facilitate easy arrivals and departures, making your travel experience smooth from nearby airports to your vacation rentals.
Local Customs Options
- Clam Shucking Tradition: Engaging in local clam shucking reflects a seafood heritage deeply rooted in the area’s coastal communities.
- Appalachian Mountain Folk Music: Participating in or appreciating traditional mountain folk music showcases the region’s rich cultural history and musical craftsmanship.
- Historical Civil War Reverence: Remembering Civil War history through local memorials and events highlights the area's pivotal role in American history.
- distinctive New England Hospitality: Embracing the warm, neighborly spirit here fosters connections and embodies the welcoming nature of the region's residents.
Frequently Asked Questions About Connecticut?
1. What are the top vacation rentals in Connecticut?
There are a lot of options in Connecticut. If you plan on staying in the Connecticut area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Connecticut:
- Sweet Mystic Retreat
- Renovated 1 BR getaway 1 block from Mystic River in Historic downtown!
- Cute country cottage for getaway stay
- Romantic Guesthouse in Historic Downtown Waterfront District!
- Charming Carriage House - Beach - Ocean Views - Fireplace
- Mystic Home perfect for families- Easy walk to downtown. .
- Charming Historic House in Downtown Mystic
- Charming 1760 Cape Nestled in the Foothills of Litchfield County
- Classic Lake House w/private waterfront, 4 steps to water, FirePit/Kayaks/canoe
- Secluded Waterfront Location With Dock
2. How many vacation rentals have private pools in Connecticut?
There are 404 vacation rentals with private pools near Connecticut. Top-rated RBO homes that have access to a swimming pool include:
3. Which vacation homes in Connecticut are best for families?
If you are looking for a family-friendly vacation home in Connecticut, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Connecticut:
4. How many Rentbyowner vacation rentals are available in Connecticut?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 7104 in the Connecticut area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Connecticut.
5. What is the cancellation policy for vacation rentals in Connecticut?
Cancellation policies vary by property. You should review the specific listing details or contact the host directly to understand the terms and any potential fees associated with canceling your booking.
6. How do I confirm my reservation at a Connecticut vacation rental?
Reservation confirmation is typically sent once your booking request is approved and payment is processed. Always check your email or account dashboard for confirmation details, or reach out to the property owner if needed.
7. Are there any restrictions or house rules I should know before booking?
Yes, each property has its own set of rules and restrictions, which are outlined in the listing description. It’s important to read these carefully and contact the host if you have any questions or special requirements.
8. What amenities can I expect in a vacation rental here?
Amenities vary depending on the property but often include essentials like Wi-Fi, parking, and kitchen facilities. For specific features, refer to the property's listing details or contact the owner directly.
9. How can I find out about local regulations affecting my stay in this destination?
Local regulations may impact your stay, such as noise ordinances or registration requirements. Check the listing information or consult with the host to ensure compliance during your visit to the region.
Connecticut Top Rated Vacation Rentals
House
10.0(204 Reviews)
1 Bedroom
1 Bath
2 Guests
600 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $273/Night
7 Nights - AU $1,910
House
10.0(193 Reviews)
1 Bedroom
1 Bath
2 Guests
900 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $509/Night
7 Nights - AU $3,563
House
10.0(145 Reviews)
1 Bedroom
1 Bath
2 Guests
400 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
AU $563/Night
7 Nights - AU $3,942
House
10.0(111 Reviews)
7 Bedrooms
5 Baths
14 Guests
7000 ft²
- Private Pool
- Oceanfront
- Fireplace/Heating
- Pool
AU $1,778/Night
7 Nights - AU $12,448
House
10.0(109 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
AU $479/Night
7 Nights - AU $3,351
Other
10.0(91 Reviews)
3 Bedrooms
1 Bath
8 Guests
1300 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Breakfast
AU $663/Night
7 Nights - AU $4,643
House
10.0(90 Reviews)
6 Bedrooms
4 Baths
12 Guests
6450 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Pool
AU $1,577/Night
7 Nights - AU $11,041
House
10.0(89 Reviews)
3 Bedrooms
1 Bath
7 Guests
3800 ft²
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
AU $886/Night
7 Nights - AU $6,199
