Vacation rentals in Cedar Island

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Top-rated vacation rentals in Cedar Island

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Guest favorite

Apartment 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!

Jan 13 – 20

R3,705 ZAR per night

Guest favorite

Apartment in Guilford

4.98 out of 5 average rating, 248 reviews

Guilford Guest House- private studio apartment

Quintessential New England shoreline town. Arrive by Car, Train or by boat and walk from the marina to our guest house. (Inquire) Walk to the Guilford Green, Town Dock, Jacobs Beach along with over a dozen restaurants, pubs, coffee shops, gift & clothing shops. Hiking trails . Please review my extensive guide book of Guilford and the surrounding areas. Walking access to the Shoreline East train to surrounding Local towns or transfer to Metro north and Amtrak to NYC & Boston all without a car.

Jan 13 – 20

R3,009 ZAR per night

Guest favorite

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!

Jun 28 – Jul 5

R8,111 ZAR per night

Guest favorite

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.

Feb 17 – 24

R1,657 ZAR per night

Guest favorite

Home in Clinton

4.97 out of 5 average rating, 172 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.

Feb 20 – 27

R5,097 ZAR per night

Guest favorite

Guesthouse in Madison

4.92 out of 5 average rating, 12 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!

Dec 6 – 13

R2,189 ZAR per night

Guest favorite

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.

Nov 18 – 25

R3,450 ZAR per night

Guest favorite

Guesthouse in Madison

5.0 out of 5 average rating, 58 reviews

The Barn by the Sound

Spend a weekend in The Barn: a modern designed free-standing building with guest studio apartment above, designed to look like a barn; the studio has views at tree level of a quiet, old neighborhood; one block from Long Island Sound; on a section of the historic old Boston Post Road. There is lots of natural light coming from a large window with a lovely view of a privet hedge on our property overlooking a park like property across the street.

Mar 25 – Apr 1

R3,298 ZAR per night

Guest favorite

Apartment in East Haddam

4.89 out of 5 average rating, 104 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.

Nov 10 – 17

R1,950 ZAR per night

Guest favorite

Cottage in Clinton

4.98 out of 5 average rating, 91 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.

Dec 4 – 11

R3,065 ZAR per night

Guest favorite

Apartment in Deep River

4.82 out of 5 average rating, 171 reviews

Loft apartment, deck and great water view

Great location, walk to town & only steps to the Connecticut River. Great for train aficionados- you can watch and photograph the famous Essex steam train in action.This historic factory built in 1874 has manufactured sails, metal objects and lastly Lace. Enjoy your private comfortable apartment with river views and deck.

Jan 7 – 14

R2,173 ZAR 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.

Jun 25 – Jul 2

R4,842 ZAR per night