Holiday homes & rentals in Connecticut - HomeToGo base64Hash Holiday homes & rentals in Connecticut - HomeToGo

Holiday homes & rentals in Connecticut

Find 10,270 available offers from 19 partners
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Top 15 Recommended holiday lettings in Connecticut

Find your perfect holiday home, apartment or cottage in Connecticut from just £58 per night!

House East Haddam
House ∙ 21 guests ∙ 9 bedrooms

House with terrace, garden & barbecue | Lake view

East Haddam, Middlesex County, Connecticut
This lakeside house rental in East Haddam features a pool, hot tub, garden, and stunning views, perfect for large gatherings.
from £792
per night
Outstanding(27 ratings)
from £792
per night
View deal
House Clinton
House ∙ 12 guests ∙ 4 bedrooms

Fully equipped house with terrace & garden | City view | Pets are welcome

Clinton, Middlesex County, Connecticut
This Clinton house rental for 12 offers beach access, a garden, waterside views, and a pet-friendly environment.
from £311
per night
Outstanding(40 ratings)
from £311
per night
View deal
House Norwichtown
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with sauna, barbecue & pool

Norwichtown, Norwich, Connecticut
This Norwichtown house rental features a pool, fireplace, and parking, accommodating up to 12 guests for a perfect getaway.
from £1,457
per night
from £1,457
per night
View deal
House Branford
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly beautiful holiday home with barbeque & terrace | City view | Next to the beach

Branford, New Haven County, Connecticut
This house rental in Branford features a fireplace, kitchen, balcony, and parking, perfect for family gatherings of up to 8.
from £209
per night
Outstanding(89 ratings)
from £209
per night
View deal
House Norwich
House ∙ 14 guests ∙ 8 bedrooms

House with barbecue, garden & private pool

Norwich, New London County, Connecticut
This Norwich house rental features a private pool, hot tub, fireplace, and a family-friendly garden, accommodating up to 14 guests.
from £527
per night
Excellent(48 ratings)
from £527
per night
View deal
House Voluntown
House ∙ 6 guests ∙ 2 bedrooms

Child-friendly beautiful house with terrace & BBQ | Suitable for remote work

Voluntown, New London County, Connecticut
This family-friendly house rental in Voluntown features a fireplace, kitchen, and parking, accommodating up to six guests.
from £156
per night
Outstanding(26 ratings)
from £156
per night
View deal
Cottage Westbrook Center
Cottage ∙ 5 guests ∙ 3 bedrooms

Child-friendly cottage with garden, BBQ & terrace | Nature view

Westbrook Center, Westbrook, Connecticut
This cottage in Westbrook Center offers beach access, a garden, and a kitchen, perfect for a family getaway for five.
from £235
per night
Outstanding(34 ratings)
from £235
per night
View deal
House Plantsville
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace | Suitable for remote work

Plantsville, Southington, Connecticut
This house rental in Plantsville features a fireplace, kitchen, balcony, and parking, perfect for a family getaway of 6.
from £150
per night
Outstanding(22 ratings)
from £150
per night
View deal
House Preston
House ∙ 7 guests ∙ 3 bedrooms

Family-oriented house with terrace, BBQ & garden | Suitable for remote work | Pets are welcome

Preston, New London County, Connecticut
This waterside house in Preston features a garden, kitchen, and fireplace, perfect for family gatherings and pet-friendly stays.
from £117
per night
Very good(31 ratings)
from £117
per night
View deal
House New Fairfield
House ∙ 8 guests ∙ 3 bedrooms

Child-friendly lovely holiday home with barbeque, terrace & garden | Good for workation | Pets are welcome

New Fairfield, Fairfield County, Connecticut
This New Fairfield house rental welcomes 8 guests, featuring a garden, kitchen, fireplace, and pet-friendly amenities.
from £193
per night
Excellent(74 ratings)
from £193
per night
View deal
Cottage Westbrook Center
Cottage ∙ 7 guests ∙ 4 bedrooms

Cottage with barbecue & garden | Nature view

Westbrook Center, Westbrook, Connecticut
This family-friendly cottage in Westbrook Center features a kitchen, garden, and parking, perfect for accommodating up to 7 guests.
from £234
per night
Excellent(18 ratings)
from £234
per night
View deal
Cottage Waterford
Cottage ∙ 8 guests ∙ 4 bedrooms

Cottage with barbecue & garden | Nature view | Suitable for remote work

Waterford, New London County, Connecticut
This cottage in Waterford offers a fireplace, a waterside garden, and space for eight, perfect for a family getaway with pets.
from £208
per night
Outstanding(77 ratings)
from £208
per night
View deal
House Momauguin
House ∙ 14 guests ∙ 6 bedrooms

Fully equipped holiday home with garden, terrace & barbeque | Beach nearby | Perfect for remote work

Momauguin, New Haven, Connecticut
This waterside house rental in Momauguin features a hot tub, fireplace, and garden, perfect for gatherings of up to 14.
from £646
per night
Outstanding(34 ratings)
from £646
per night
View deal
House West Suffield
House ∙ 16 guests ∙ 4 bedrooms

Children-friendly wonderful house with BBQ, hot tub & terrace | Lake view | Good for workation

West Suffield, Suffield, Connecticut
This lakeside house rental in West Suffield accommodates 16, featuring a hot tub, fireplace, beach access, and stunning views.
from £814
per night
Outstanding(2 ratings)
from £814
per night
View deal
House Old Saybrook
House ∙ 8 guests ∙ 4 bedrooms

Big holiday home with terrace, barbeque & garden | Nature view

Old Saybrook, Middlesex County, Connecticut
This house rental in Old Saybrook features a kitchen, garden, balcony, and parking, perfect for accommodating up to 8 guests.
from £294
per night
Very good(23 ratings)
from £294
per night
View deal

Holiday lettings and apartments with air conditioning

House  Branford
from £874 per night
House ∙ 10 guests ∙ 5 bedrooms

Holiday home with garden, private pool & terrace | Suitable for remote work

5.0
Outstanding(37 ratings)
Branford, New Haven County, Connecticut
Air conditioning
View deal
House  Old Lyme
from £663 per night
House ∙ 16 guests ∙ 6 bedrooms

House with terrace & BBQ

5.0
Outstanding(7 ratings)
Old Lyme, New London County, Connecticut
Air conditioning
View deal
House  Milford
from £228 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with barbeque, terrace & garden

5.0
Outstanding(4 ratings)
Milford, New Haven County, Connecticut
Air conditioning
View deal
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Holiday homes and cottages with a garden

House  East Lyme
from £995 per night
House ∙ 15 guests ∙ 6 bedrooms

Holiday home with jacuzzi, terrace & garden

4.9
Outstanding(91 ratings)
East Lyme, New London County, Connecticut
Garden
View deal
House  Lords Point
from £145 per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & barbeque | Nature view

4.9
Outstanding(21 ratings)
Lords Point, Stonington, Connecticut
Garden
View deal
House  Old Lyme
from £139 per night
House ∙ 5 guests ∙ 3 bedrooms

Child-friendly nice house with garden & terrace | Pet-friendly

4.8
Outstanding(63 ratings)
Old Lyme, New London County, Connecticut
Garden
View deal
See all offers

Best holiday homes with a patio or terrace

Cottage  Saybrook Manor
from £213 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage with BBQ, terrace & garden | Nature view

5.0
Outstanding(70 ratings)
Saybrook Manor, Old Saybrook, Connecticut
Balcony/Patio
View deal
House  Old Saybrook
from £383 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with terrace & barbecue | Nature view

4.8
Outstanding(73 ratings)
Old Saybrook, Middlesex County, Connecticut
Balcony/Patio
View deal
Cottage  Old Lyme
from £69 per night
Cottage ∙ 8 guests ∙ 2 bedrooms

Cottage with barbeque, terrace & garden

4.7
Excellent(15 ratings)
Old Lyme, New London County, Connecticut
Balcony/Patio
View deal
See all offers

Budget-friendly Holiday Homes in Connecticut

Find Fantastic yet Cheap Lettings

House Middlefield
from £379 per night
House ∙ 10 guests ∙ 4 bedrooms

Holiday home with terrace, jacuzzi & BBQ | Lake view

4.7
Excellent(43 ratings)
Middlefield, Middlesex County, Connecticut
View deal
House Old Saybrook
from £386 per night
House ∙ 7 guests ∙ 3 bedrooms

Fully equipped house with barbeque | Dogs allowed

5.0
Outstanding(4 ratings)
Old Saybrook, Middlesex County, Connecticut
View deal
House Westbrook Center
from £300 per night
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & barbeque

5.0
Outstanding(64 ratings)
Westbrook Center, Westbrook, Connecticut
View deal

Top-Rated Lettings and Properties in Connecticut

Book Holiday Letting Offers with the Highest User Rating

Cottage Clinton
from £563 per night
Cottage ∙ 12 guests ∙ 6 bedrooms

Cottage with garden, terrace & barbecue | Nature view | Perfect for remote work

5.0
Outstanding(41 ratings)
Clinton, Middlesex County, Connecticut
View deal
House New Preston
from £708 per night
House ∙ 12 guests ∙ 5 bedrooms

Family-oriented spacious holiday home with terrace & barbeque | Lake view | Good for workation

5.0
Outstanding(36 ratings)
New Preston, Litchfield County, Connecticut
View deal
House Warren
from £925 per night
House ∙ 10 guests ∙ 5 bedrooms

Family-friendly holiday home with jacuzzi, barbeque & private pool | Lake view | Dogs allowed

5.0
Outstanding(27 ratings)
Warren, Litchfield County, Connecticut
View deal

Discover real guest reviews to help you choose the perfect stay in Connecticut

How are reviews collected?
Skye L.
Guest verified by HomeToGo

Beautiful little home on top of hills overlooking a lake. Surprisingly had reception for how far in the woods it is. Had pretty much everything needed for a short stay. The unit is in the basement of the host, Allan, house who is extremely pleasant. He told us he built it himself many years ago and it definitely has a personal touch. He showed us around the facility and how to use everything. He was even kind enough to let us extend our stay to wait out a storm and helped dig out my car. Truly a kind man. We absolutely loved our stay. The indoor fire, pool table, and of course the hot tub, are amazing addition to a cozy winter retreat. I cannot wait to come back here. Thank you for everything

Reviewed on 30/01/2026 | Couple
Apartment Oakdale
from £167 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding(213 ratings)
Oakdale, Montville, Connecticut
View deal
Ilene T.
Guest verified by HomeToGo

The home was wonderful. The view was phenom! Every convenience we could have asked for was provided. The owner was absolutely gracious and prompt in response to queries. The neighborhood was quiet and we could walk without any concerns. There was a clean, private beach available for the neighborhood. Nothing was a far drive and there was so much to do. Just fantastic!

Reviewed on 06/10/2025 | Couple
House Westbrook Center
from £222 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(2 ratings)
Westbrook Center, Westbrook, Connecticut
View deal
Ingrid P.
Guest verified by HomeToGo

We’d love this place so much we extended our stay another week. The apartment is spotless, and it has everything one would need. The kitchen is very well stocked. And the location was absolutely perfect. We highly recommend this place.

Reviewed on 06/08/2025 | Couple
Apartment Waterford
from £200 per night
Apartment ∙ 4 guests ∙ 1 bedroom
5.0
Outstanding(8 ratings)
Waterford, New London County, Connecticut
View deal
Rita S.
Guest verified by HomeToGo

The villa was wonderful and clean. They had everything you need there thru out the villa. It was affordable and way better than a hotel room. I would definitely stay there again.

Reviewed on 20/06/2025 | Couple
Apartment Norwich
from £123 per night
Apartment ∙ 4 guests ∙ 1 bedroom
4.7
Excellent(4 ratings)
Norwich, New London County, Connecticut
View deal
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Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Connecticut

  • Pool (3,246)
  • WiFi (9,120)
  • Parking (378)
  • TV (8,568)
  • Kitchen (4,781)
  • Washing machine (4,613)
  • Balcony/patio (3,028)
  • Air conditioning (9,209)
  • Pet-friendly (3,609)
  • Garden (3,154)
  • Dishwasher (2,847)
  • No smoking (8,992)

You will have a large selection of accommodation options to compare and from which to choose if you are looking for a holiday rental including a pool in Connecticut. Hotel room with pools in Connecticut are a wonderful option for groups of 10 and usually cost around £279 per night. You can also rent accommodation with a pool near the water, which is the case for more than half of the properties there.

Price and Availability Index for Connecticut

Click on any bar to see price and availability information

Holiday Letting Price Information in Connecticut

The graph shows average prices of holiday lettings in Connecticut for the next twelve months. In Connecticut, prices reach around £295 in July (18/07 – 25/07). Prices drop in April to an average of £269 per night (11/04 – 18/04).

Rental availability information in Connecticut

The graph shows the weekly availability rate in Connecticut for the next year. It is in February that you will find the week with the fewest available holiday lettings (27/02 – 06/03). It will be easy to find a holiday home that suits you in one week in May (02/05 – 09/05), when 65 of the rentals are still available.

Soak in Connecticut’s unique charm from your own cosy holiday accommodation

New England’s southernmost state, Connecticut, has several nicknames, which include the Land of Steady Habits, the Nutmeg State, and the Constitution State. The place is a wonderful blend of small-town charm, rich history, family-friendly attractions, and natural beauty. It offers something of interest for every traveller.

Yale University and New Haven are a few of the most well-known places in Connecticut. Despite its small size, there is a lot to see and do for visitors in the state. Opting to stay in typical Colonial-style Connecticut holiday accommodation during your holiday is an excellent idea if you want to make your holiday a unique and memorable experience.

Information about holiday rentals in Connecticut

🏡 Holiday homes available 10,270 rentals
🌙 Nightly prices from £58
⭐ Popular amenities Pool, Internet and Parking
🐾 Pet friendly rentals 3,771 properties
🏊 Holiday rentals with pools 3,407 properties
14 reviews
Connecticut holiday rentals have an average rating of 4/5 across 14 reviews left by travellers.

Frequently Asked Questions

What is the average price per night for a holiday rental in Connecticut?

You can book a holiday home in Connecticut for as little as £58 per night. Prices vary depending on the type of holiday let, season, and amenities. Check HomeToGo to see current rates and discounts.

How many holiday lettings are available to rent in Connecticut? And what are the most popular types of holiday lets?

There are 10,270 holiday apartments in Connecticut to browse and book for your upcoming trip. Nearly half of holiday rentals in Connecticut are house rentals, making them a top pick among travellers. They’re ideal whether you’re planning a romantic escape or a group getaway. Find your perfect match on HomeToGo today.

What is the most popular holiday home amenity in Connecticut?

Three most popular holiday rental amenities among our customers in Connecticut are Pool, Internet and Parking.

Do you offer holiday homes with a swimming pool in Connecticut?

Yes, 33% of holiday lettings in Connecticut include access to a swimming pool. With 3,407 properties available, it’s a popular choice for those looking to unwind or entertain. Use the 'pool' filter on HomeToGo to see your options.

What is the best time of year to travel to Connecticut?

Sun lovers should visit Connecticut in July and August to enjoy the warmest weather.

Can you get discounts on holiday accommmodation in Connecticut?

You can get fabulous discounts on holiday lettings in Connecticut with the nightly price of a let starting at just £58 - and HomeToGo has introduced plenty of filters that mean it's quick and simple to find some outstanding offers. When thinking about the timing for your holiday, you can use HomeToGo's flexible dates technology to quickly locate lower cost timings and find discounts of as much as 10%. In addition, HomeToGo's 'distance from' filter makes it easy to uncover hidden gem holiday homes in lower-price, lesser-known spots which are still near to your desired destination, whether that's the coastline, a swimming lake, winter sports area or town centre. Book early to take advantage of good availability and low prices - and do so with confidence by utilising HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the benefits of choosing a holiday letting in Connecticut with HomeToGo?

From increased privacy away from the crowds to plenty of room in which to chill out with your travel companions, holiday homes in Connecticut have many advantages. HomeToGo lets you read real reviews from verified visitors, and searching is safe, simple, and hassle-free - so with 10,270 rentals from 20 providers in the area, you're bound to locate the right holiday home with the amenities and features that are important to you in Connecticut.

Do you offer holiday accommodation for couples in Connecticut?

There are lovely holiday homes in Connecticut designed with couples in mind. Whether you’re after seclusion or a city break, there’s something for every type of trip. Let HomeToGo help you plan your next romantic break.

Can I book a waterfront holiday rental in Connecticut?

Yes, there are 5562 waterfront holiday lets available in Connecticut. They're great for beach lovers or anyone seeking a peaceful retreat by the water. Use HomeToGo’s "Near the water" filter to find your perfect waterfront holiday let.

Why should I book my holiday rental with HomeToGo?

From seaside cottages to city apartments, HomeToGo has the best holiday rentals out there. You’ll enjoy a simple booking process, local expertise, and top prices from trusted providers. Your next great stay is just a few clicks away.

Can I find family-friendly holiday lettings in Connecticut?

Yes, many holiday homes in Connecticut are ideal for families, with plenty of space and useful amenities. Many come with space for large groups and practical features like kitchens and gardens. Use HomeToGo to explore family-friendly holiday cottages with ease.

Can I cancel my holiday rental booking for free?

Free cancellation is available on lots of holiday homes, depending on the provider. Always read the terms to avoid surprises.

Is it possible to rent a holiday home for a weekend getaway in Connecticut?

Need a weekend getaway in Connecticut? Lots of holiday rentals offer short stays for a quick and easy break. You’ll find plenty of holiday homes that accept 2-3 night bookings. Find yours easily on HomeToGo.

Are there any last-minute holiday rental deals in Connecticut?

Need a quick break? Last-minute holiday is just a few clicks away in Connecticut. Perfect for a spur-of-the-moment trip — especially with savings of up to 10%. Check often and book quickly to grab the best offers.

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