Holiday rentals in Clinton

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Top-rated holiday rentals in Clinton

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

Flat in Chester

4.95 out of 5 average rating, 313 reviews

Chester Village 'Pied-à-terre' above art gallery

If finding a place in an ideal location w/ thoughtful design matters to you, then you've found it! Sunshine filled living room w/ high ceilings, a private bedroom in back w/ large private deck overlooking Pattaconk Brook. Our place is a gem, and set up for the comfort of our guests. Located in the heart of Chester Village, above our art gallery & boutique, and neighbor to some of the BEST restaurants, art and shopping in CT! NEW! Winter weekdays - ONE night stays are now available - message us!

13–20 Nov

$272 SGD per night

Guest favourite

Home in Clinton

4.97 out of 5 average rating, 97 reviews

Amazing 2BR Riverfront Gem

Unwind at this happy getaway on the river. Extremely comfortable with amazing views. The well-equipped kitchen overlooking the river is a pleasure for any cook. You will love to see our fairy-lit lawn, wishing well, chimenea, and charming décor. Only minutes to beaches, groceries, coffee shops, hiking trails and amazing CT scenery at every turn! Other favorites include Chamard Vineyard, Shopping Outlets, fantastic Restaurants, music, and lots more. Free pass to the Clinton Town Beach in summer.

26 Jul – 2 Aug

$440 SGD per night

Guest favourite

Bungalow in Clinton

5.0 out of 5 average rating, 15 reviews

Clinton Beach Bungalow #1

After a day at the beach, hiking, boating or shopping, you can relax in one of our private, stylish bungalows, while taking in water views and listening to the birds sing. At night you may want to try one on the amazing local restaurants from Madison to Old Saybrook. We also have outstanding theater and farmers markets in season. You can also stay in and have a romantic dinner in with fresh veggies from our garden and wine from the local winery. You will fall in love with this historic area!

18–25 Mar

$531 SGD per night

Guest favourite

Guest suite in Wallingford

5.0 out of 5 average rating, 496 reviews

Wintergreen Gardens Suite @ William Becroft House

LGBTQ friendly. Our 1915 Arts & Crafts bungalow's spacious in-law suite offers driveway parking, pvt. entrance, sunroom, king bedroom, en-suite bath, kitchenette w/fridge, micro, coffee maker, toaster. Relax in bed with 40" HDTV with Amazon Prime, HBO Max, Netflix, premium cable. Enjoy private gardens to sun, read a book or cup of coffee. Short drive to 4 Vineyards, Theater and the train station. Coming for a special event? Book an appointment at our salon, Jimmy James Salon. Ask for info.

9–16 Feb

$119 SGD per night

Guest favourite

Home in Clinton

4.97 out of 5 average rating, 173 reviews

Waterside Beach Retreat

Beautiful New England period home steps from the beach on the Long Island Sound. Recently renovated from top to bottom with new kitchen and bathrooms, hardwood floors throughout. Idyllic location on quaint & quiet street. Hide away and relax or discover the many local attractions - water sports, fishing, winery, antique stores, scenic walks, premium outlet shopping are all on your doorstep. Ideally located off the I-95 halfway between NYC & Boston, both of which are a train ride away.

16–23 Dec

$399 SGD per night

Guest favourite

Guest house in Madison

4.92 out of 5 average rating, 13 reviews

In-law apartment with Private entrance

Welcome to our charming in-law apartment, the perfect retreat for your mini getaway. Nestled in a central location, our cozy space offers easy access to all that the area has to offer. Take a stroll to the beach, enjoy a round of golf, stock up on supplies at the nearby grocery store, and savor a delicious meal at local restaurants. Whether you're here for work or leisure, our in-law apartment provides a comfortable and convenient base for your stay. We can't wait to welcome you!

16–23 Nov

$161 SGD per night

Guest favourite

Home in Haddam

5.0 out of 5 average rating, 73 reviews

Cozy Comforts!

Keep it simple at this peaceful and centrally-located place. Completely open concept and fully renovated. Country living yet just minutes to downtown Middletown and Wesleyan University. Come stay at our home away from home! We are about 20-25 min from the shoreline or travel in the other direction and you’ll be in our state’s capital, Hartford. We are only about 10-15 min from Wesleyan and downtown Middletown for shopping and great restaurants! You don’t want to miss this one!

4–11 Jan

$144 SGD per night

Guest favourite

Cottage in Clinton

4.93 out of 5 average rating, 71 reviews

Cozy cottage near Clinton Marina on CT Shoreline

It's cozy and warm, close to downtown with lots of great neighborhood walking. Enjoy the beauty of quintessential New England towns while having access to local shops and world class Outlet Malls. The cottage is sunny, with lots of windows and sky lights, and even a cozy upstairs loft with a reading space. Bedrooms furnished with allergy free bedding, all free trade, organic sheets. Perfect for a getaway! Two parking spaces and washer/dryer included.

18–25 Feb

$247 SGD per night

Guest favourite

Flat in East Haddam

4.9 out of 5 average rating, 105 reviews

Penny Corner Airbnb

My place is located up the hill from Good Speed Opera House. The Opera House is on the same side of the river as my place. The folklore is that vacationers used to pay a penny to have their belongings transported by ox and wagon from the port at the river to this corner. A two family home built in 1884. The space is a ground level 1 bedroom apartment with private entrance. There is no TV in the unit, WIFI is available for your devices.

6–13 Mar

$140 SGD per night

Guest favourite

Cottage in Clinton

4.98 out of 5 average rating, 92 reviews

Guest House at the Marina

A beautiful, modern one bedroom apartment on the second floor with a gorgeous view of the Indian River and tidal marsh. It is 600 sq feet, completely renovated, with a queen size bed, a well-appointed kitchen & bathroom. Walking distance to the Clinton train station. Stays in-season include use of 2 kayaks or SUPs per day (2 hours) provided by Indian River Kayak and Marina from Memorial Day to Labor Day.

6–13 Dec

$220 SGD per night

Guest favourite

Guest suite in Old Saybrook

5.0 out of 5 average rating, 37 reviews

Cozy Loft Getaway

The private loft is bright and airy with vaulted ceilings and all brand new furniture and appliances. The kitchen and bathroom were thoughtfully designed and sourced from our design showroom right downstairs! Minutes from local beaches and only blocks from shops and our favorite food spots in town, we hope you enjoy our beautiful and cozy loft as much as we do!

28 May – 4 Jun

$212 SGD per night

Superhost

Home in Westbrook

4.86 out of 5 average rating, 134 reviews

Family-Friendly Cottage by The Shore

Whether you’re simply traveling to the area or planning your next vacation, you’ve found the right place. Leave your worries behind and come enjoy our freshly updated home by the shore. With a clean, comfortable and convenient spot to stay you are free to explore & relax.

13–20 Sep

$259 SGD per night