Vacation rentals in Gardiners Island

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Top-rated vacation rentals in Gardiners Island

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Guest favorite

Cabin in Montauk

4.96 out of 5 average rating, 423 reviews

Montauk | Tiny Cottage in Private Hither Woods

A little cabin on our property in Hither Woods. A cozy hideaway conveniently located 12 minutes walk from Gurney's Beach Resort, 16 minute walk from public path to beach, and 6 minutes drive from Montauk town for restaurants and nightlife. Good for couples and solo adventurers, the space is private and homey, with outdoor shower and Chimenea fire pit. The main house is 65ft away, but we honor your privacy. The cottage comes with WiFi, window A/C and complimentary coffee or tea. Parking for 1 car

Oct 8 – 15

G$68,511 GYD per night

Guest favorite

Home in East Hampton

4.87 out of 5 average rating, 188 reviews

Heated Saltwater Pool, Walk to Beach, Dog Friendly

Meticulously cleaned home. Tranquil family neighborhood in historic artist's beach community. Wood burning fireplace. Private fenced-in backyard . Heated saltwater pool in summer. Half mile to private bay beach, bike great trails & savor delicious meals prepared in fully equipped kitchen. Don’t miss Clearwater Beach's stunning sunset. Easy living home.Welcoming to all respectful families & guests.East Hampton's best restaurants are nearby. Smoke free.Small dogs permitted.Rental Registry 23-625.

May 9 – 16

G$105,219 GYD per night

Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Sep 14 – 21

G$182,223 GYD per night

Guest favorite

Cottage in Montauk

4.97 out of 5 average rating, 31 reviews

Sharkey Cottage

Booking now for spring, summer & fall 2024! Lovely Sharkey waterfront, large 1BR cottage sits on a great lawn w/4 other cottages on Ft Pond Bay. Sharkey is steps away from our private beach w/ private beach path & benches, has indoor & outdoor showers, dining areas, wrap around patio, full kitchen, gas grill & is dog-friendly. A unique Montauk experience w/ quiet beach & the best sunsets in town! Walking distance to LIRR, Duryea's Lobster Deck-Market, Roberta's Pizza, Surf Lodge & The Montauket.

Oct 3 – 10

G$72,462 GYD per night

Guest favorite

Home in East Lyme

4.96 out of 5 average rating, 104 reviews

Walk to the beach at Black Point, Niantic, Ct

Black Point beach home (5th house from water) within walking distance of three beaches. Open floor plan with three levels. Ping Pong room on lower level. Living room, dining room, sitting area, and kitchen on mid level. Three bedrooms & 2 full bath on top level. WI-Fi, linens, coffee, water provided. Fenced in back yard with gas grill. Close to casinos, charter fishing, Essex steam train, Mystic Aquarium & Seaport, and Newport (1 Hr). Walk Niantic Bay Boardwalk or Old Black Point.

Jan 26 – Feb 2

G$31,711 GYD per night

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 119 reviews

East Hampton (walking distance to village)

Relax by the hot tub and fire pit with local wines or walk to the village for shopping and dining. House is just a few blocks from Serafina and the famous Nick and Toni’s. Complimentary cruiser bikes included to get around town. IGA supermarket is around the corner and gas grill is on site and ready to use. The house is also walking distance to the train station if your coming from Manhattan. The second bedroom features a Murphy Bed that folds out of the wall and over the couch pictured.

Nov 29 – Dec 6

G$145,790 GYD per night

Guest favorite

Cottage in Groton

4.94 out of 5 average rating, 137 reviews

EASY BEAT

LOVELY MID 1800'S COTTAGE Located in the historic Groton Bank neighborhood. Close to beaches, casinos, walking distant to EB. Short drive to Pfizer, Coast Guard Academy, Connecticut College, US Submarine Base and minutes to downtown Mystic. This property is a one bedroom one bath with a single pullout couch in bedroom and living room. Offers a spacious outside lawn with patio. Lots of off street parking. Fenced yard for pets. New Central Air and heat. Washer, dryer, grill and fire pit.

Mar 16 – 23

G$32,396 GYD per night

Guest favorite

Apartment in New London

4.98 out of 5 average rating, 289 reviews

Quiet Neighborhood home close to everything

Spacious & charming 2 bed RM APT on the 3rd fl of my home, gives you all the comforts of home while you’re away. We are a quick walk to L&M (Yale) Hospital, Mitchell College, And EB NL Campus. Short drive to the Coast Guard Academy, Conn College, Domion (Millstone) and The US Submarine Base. And if you’re here for fun, we are 1.5 miles to Ocean Beach (borrow our pass for free access) 20 min to Mohegan Sun & 25 to Foxwoods and 15 min to Mystic. Follow us on Insta at 199Thames.

Jan 29 – Feb 5

G$27,796 GYD per night

Guest favorite

Home in East Hampton

5.0 out of 5 average rating, 6 reviews

East Hampton: Clearwater Beach

Kick back and relax in this calm, stylish space. Charming home located in a private beach community in East Hampton. Home was just redone and is newly remodeled in the quintessential Hamptons style. The open living spaces with high ceilings are filled with natural light and overlook a private garden. Bike or walk a short distance to the beaches, enjoy the secluded backyard, or stroll into town. Perfect for your city escape! Summer and extended seasonal inquiries are welcome.

Sep 19 – 26

G$119,052 GYD per night

Guest favorite

Guest suite in Groton

4.9 out of 5 average rating, 156 reviews

Shoreline Retreat Groton-Mystic Region

Shoreline area guest suite with private entrance, private bath, private deck and on-site and off-street parking directly across the street. The property is located across from a public golf course, one block from the beach and the University of Connecticut Avery Point campus. It is approx. 5 miles to Mystic, Ct and close proximity to the casinos, the Coast Guard Academy, Pfizer, Electric Boat, the Naval Submarine Base and Tanger Outlets at Foxwoods Casino.

Jul 8 – 15

G$25,816 GYD per night

Guest favorite

Guest suite in East Hampton

4.89 out of 5 average rating, 222 reviews

Private Cozy Cottage with Pool / Private Beach

**POOL CLOSES SEPTEMBER 30TH** **POOL opens last week of May** This is a guest house for 1 or 2 adults. Its separate from the main house. Kids are allowed but must bring own sleeping arrangements. You do NOT have to do any chores before checking out. **PETS NOT ALLOWED** I hate to do this but someone ruined it for everyone. Max Occupancy: 4 Guests can only bring 1 vehicle since there is not enough room in the driveway

Apr 20 – 27

G$55,992 GYD per night

Guest favorite

Guesthouse in Mystic

4.99 out of 5 average rating, 538 reviews

Gorgeous Waterfront Getaway

Perfect getaway from the city for couples wanting peace and tranquility and stunning views. A beautiful waterfront one bedroom guesthouse, one and one-half miles from downtown Mystic CT. Beautifully decorated with art and antiques. Kitchenette, full bath and loft bedroom. Queen bed. Air conditioning and heated. Belgian linen bedding! Private patio. Dock. Kayak/Canoe rentals close by. Internet.

Oct 30 – Nov 4

G$38,257 GYD per night