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

Holiday homes & rentals in Connecticut

Find 9,789 available offers from 23 partners
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Top 15 Recommended holiday lettings in Connecticut

Find your perfect holiday home, apartment or cottage in Connecticut from just £60 per night!

House Old Lyme
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly house with BBQ & terrace | Pets allowed

Old Lyme, New London County, Connecticut
from £281
per night
Very good(5 ratings)
from £281
per night
View deal
Cottage Old Lyme
Cottage ∙ 8 guests ∙ 2 bedrooms

Cottage with barbeque, terrace & garden

Old Lyme, New London County, Connecticut
from £105
per night
Excellent(15 ratings)
from £105
per night
View deal
House New London
House ∙ 12 guests ∙ 4 bedrooms

Family-friendly ample holiday home with terrace, BBQ & garden | Suitable for remote work | Pet-friendly

New London, New London County, Connecticut
from £237
per night
Outstanding(62 ratings)
from £237
per night
View deal
Cottage New Milford
Cottage ∙ 8 guests ∙ 3 bedrooms

Cottage with terrace, BBQ & garden | Lake view | Suitable for remote work

New Milford, Litchfield County, Connecticut
from £208
per night
Outstanding(2 ratings)
from £208
per night
View deal
House Sandy Hook
House ∙ 9 guests ∙ 3 bedrooms

House with garden, terrace & barbeque | Suitable for remote work

Sandy Hook, Newtown, Connecticut
from £281
per night
from £281
per night
View deal
House Sharon
House ∙ 6 guests ∙ 3 bedrooms

House with terrace, garden & pool | Suitable for remote work

Sharon, Litchfield County, Connecticut
from £328
per night
Outstanding(2 ratings)
from £328
per night
View deal
House Madison Center
House ∙ 20 guests ∙ 9 bedrooms

Holiday home with garden, terrace & BBQ | Nature view

Madison Center, Madison, Connecticut
from £868
per night
Outstanding(56 ratings)
from £868
per night
View deal
House Westport
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly spacious holiday home with barbeque, garden & terrace | Nature view | Good for workation

Westport, Fairfield County, Connecticut
from £821
per night
Outstanding(2 ratings)
from £821
per night
View deal
House Milford
House ∙ 5 guests ∙ 3 bedrooms

Children-friendly house with terrace & barbeque | Nature view | Good for workation

Milford, New Haven County, Connecticut
from £215
per night
Outstanding(26 ratings)
from £215
per night
View deal
House Old Saybrook
House ∙ 6 guests ∙ 4 bedrooms

Family-oriented house with barbeque, garden & terrace | Nature view

Old Saybrook, Middlesex County, Connecticut
from £315
per night
Outstanding(29 ratings)
from £315
per night
View deal
Cabin Voluntown
Cabin ∙ 6 guests ∙ 1 bedroom

Cabin with terrace, barbecue & sauna

Voluntown, New London County, Connecticut
from £75
per night
Outstanding(24 ratings)
from £75
per night
View deal
Cottage Madison
Cottage ∙ 10 guests ∙ 6 bedrooms

Child-friendly pleasant cottage with barbeque | Pets are welcome

Madison, New Haven County, Connecticut
from £522
per night
Outstanding(29 ratings)
from £522
per night
View deal
Cottage Lakeville
Cottage ∙ 18 guests ∙ 5 bedrooms

Family-friendly nice cottage with barbeque & garden | Nature view | Pet-friendly

Lakeville, Salisbury, Connecticut
from £385
per night
Excellent(98 ratings)
from £385
per night
View deal
House East Haddam
House ∙ 21 guests ∙ 9 bedrooms

House with jacuzzi, terrace & pool | Lake view

East Haddam, Middlesex County, Connecticut
from £880
per night
Outstanding(27 ratings)
from £880
per night
View deal
House Milford
House ∙ 9 guests ∙ 4 bedrooms

House with terrace & barbeque | Nature view

Milford, New Haven County, Connecticut
from £740
per night
Outstanding(50 ratings)
from £740
per night
View deal

Holiday homes and cottages with a garden

House  Waterford
from £350 per night
House ∙ 8 guests ∙ 4 bedrooms

Children-friendly house with terrace, garden & barbeque | Perfect for remote work

5.0
Outstanding(25 ratings)
Waterford, New London County, Connecticut
Garden
View deal
House  Norwich
from £589 per night
House ∙ 14 guests ∙ 8 bedrooms

House with barbecue, garden & private pool

4.6
Excellent(46 ratings)
Norwich, New London County, Connecticut
Garden
View deal
House  East Shore
from £273 per night
House ∙ 12 guests ∙ 5 bedrooms

Child-friendly nice holiday home with terrace, garden & private pool | Nature view | Perfect for remote work

4.0
Very good(2 ratings)
East Shore, New Haven, Connecticut
Garden
View deal
See all offers

Best holiday homes with a patio or terrace

House  New London
from £674 per night
House ∙ 14 guests ∙ 7 bedrooms

Family-friendly spacious house with garden, terrace & barbecue | Suitable for remote work

5.0
Outstanding(26 ratings)
New London, New London County, Connecticut
Balcony/Patio
View deal
House  Madison Center
from £880 per night
House ∙ 20 guests ∙ 9 bedrooms

Fully equipped holiday home with garden, barbecue & private pool

4.9
Outstanding(13 ratings)
Madison Center, Madison, Connecticut
Balcony/Patio
View deal
House  Cornwall Bridge
from £90 per night
House ∙ 8 guests ∙ 4 bedrooms

House with garden, pool & BBQ | Nature view

4.4
Very good(19 ratings)
Cornwall Bridge, Cornwall, Connecticut
Balcony/Patio
View deal
See all offers

Holiday lettings and apartments with air conditioning

House  Cheshire
from £194 per night
House ∙ 8 guests ∙ 3 bedrooms

Holiday home with barbeque & garden | Lake view | Suitable for remote work

5.0
Outstanding(39 ratings)
Cheshire, New Haven County, Connecticut
Air conditioning
View deal
House  Guilford
from £363 per night
House ∙ 12 guests ∙ 5 bedrooms

Holiday home with barbecue, garden & private pool | City view | Suitable for remote work

5.0
Outstanding(52 ratings)
Guilford, New Haven County, Connecticut
Air conditioning
View deal
House  New London
from £206 per night
House ∙ 5 guests ∙ 3 bedrooms

Fully equipped holiday home with garden, pool & terrace | Next to the beach | Perfect for remote work | Pets are welcome

5.0
Outstanding(5 ratings)
New London, New London County, Connecticut
Air conditioning
View deal
See all offers

Budget-friendly Holiday Homes in Connecticut

Find Fantastic yet Cheap Lettings

Houseboat Old Lyme
from £193 per night
Houseboat ∙ 2 guests ∙ 1 bedroom

Boat with terrace & barbeque | Nature view

5.0
Outstanding(24 ratings)
Old Lyme, New London County, Connecticut
View deal
House West Haven
from £376 per night
House ∙ 10 guests ∙ 4 bedrooms

Child-friendly wonderful holiday home with BBQ, terrace & garden | Nature view

5.0
Outstanding(62 ratings)
West Haven, New Haven County, Connecticut
View deal
House Plantsville
from £148 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with terrace | Suitable for remote work

4.9
Outstanding(15 ratings)
Plantsville, Southington, Connecticut
View deal

Top-Rated Lettings and Properties in Connecticut

Book Holiday Letting Offers with the Highest User Rating

Houseboat New London
from £117 per night
Houseboat ∙ 2 guests ∙ 1 bedroom

Boat with barbeque

4.9
Outstanding(19 ratings)
New London, New London County, Connecticut
View deal
Cottage Old Lyme
from £129 per night
Cottage ∙ 4 guests ∙ 2 bedrooms

Family-oriented cottage

4.9
Outstanding(16 ratings)
Old Lyme, New London County, Connecticut
View deal
Cabin Northwest Harwinton
from £147 per night
Cabin ∙ 4 guests ∙ 2 bedrooms

Cabin with terrace, BBQ & garden | Nature view | Suitable for remote work

5.0
Outstanding(44 ratings)
Northwest Harwinton, Harwinton, Connecticut
View deal

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

How are reviews collected?
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 £343 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
Excellent(2 ratings)
Westbrook Center, Westbrook, Connecticut
View deal
Michelle O.
Guest verified by HomeToGo

It was just as advertized...refreshing. The host family was friendly, helpfull, accommodating and gracious.

Reviewed on 12/08/2025
Apartment Oakdale
from £172 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding(208 ratings)
Oakdale, Montville, 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 £203 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 £114 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 (3,389)
  • WiFi (9,335)
  • Parking (370)
  • TV (8,419)
  • Kitchen (4,684)
  • Washing machine (4,799)
  • Balcony/patio (3,067)
  • Air conditioning (9,099)
  • Pet-friendly (3,484)
  • Garden (3,210)
  • Dishwasher (2,860)
  • No smoking (9,130)

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 4 and usually cost around £248 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 £271 in August (08/08 – 15/08). Prices drop in December to an average of £254 per night (20/12 – 27/12).

Rental availability information in Connecticut

The graph shows the weekly availability rate in Connecticut for the next year. It is in October that you will find the week with the fewest available holiday lettings (10/10 – 17/10). It will be easy to find a holiday home that suits you in one week in November (29/11 – 06/12), when 69 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.

What are the best places to discover the arts and culture of Connecticut?

Art and culture in Connecticut

The Mystic Seaport, the largest maritime museum in the country, is one of the most famous places of interest in Connecticut. At the museum, you can view several historical ships on display and learn about the United States’ nautical history.

If you love contemporary art, there is a lot to see in the state. The Aldrich Museum of Art is unmissable. It displays changing contemporary art collections and is home to an outdoor sculpture garden that showcases interesting works.

The Mark Twain House and Museum in Hartford will fascinate any literature lover and features stunning American High Gothic architecture. There are also many events hosted here throughout the year. You can take part in its Living History House Tour for an incredible experience.

Information about holiday rentals in Connecticut

🏡 Holiday homes available 9,789 rentals
🌙 Nightly prices from £60
⭐ Popular amenities Pool, Internet and Parking
🐾 Pet friendly rentals 3,432 properties
🏊 Holiday rentals with pools 3,398 properties

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 £60 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 9,789 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, 35% of holiday lettings in Connecticut include access to a swimming pool. With 3,398 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 £60 - 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 9,789 rentals from 23 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 5363 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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