Holiday rentals in Enders Island

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Top-rated holiday rentals in Enders Island

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Top guest favourite
A bright living area features comfortable seating, including a blue sofa and an armchair. A decorative stone fireplace is set against the wall. Natural light enters through a large window, illuminating the space, which is complemented by a coffee table and a wall-mounted television.
Home in Mystic
4.99 out of 5 average rating, 124 reviews

The Magnolia House, a Magical Vacation Rental in Mystic CT

Our home is the perfect alternative to a Mystic, CT hotel. Stays up to 6 people and is open all year. A one story, expanded cape home, cleaned professionally and well appointed. Our yard is comfy to relax in and spend time in the open back patio for your enjoyment. Located in historic Mystic, we are less than a ten minute walk to Main Street where there are nice shops and restaurants. NOTE: AS OF 9/15/26, GUESTS DON'T PAY ANY ADD'L BOOKING FEES - THE NIGHTLY PRICE YOU SEE IS ALL INCLUSIVE!

Guest favourite
A spacious outdoor area is presented with a wooden dining table and chairs, accompanied by a blue and white striped umbrella. A grill is positioned nearby, and lounge chairs are visible in the lush green backyard, surrounded by trees and plants.
Home in Stonington
4.93 out of 5 average rating, 128 reviews

Scenic Island Summer Home

A beautiful home on scenic Mason's Island. The house is located a few minutes drive to historic downtown Mystic. Spend your days exploring town, before coming home to your oasis at the end of a quiet cul de sac. The 3 bedroom 3 bath home has plenty of space for you, your family and friends, and has a great backyard with patio, grill, outdoor sectional and dining table, perfect for summer days and nights. Our home is the ideal home base after days at the beach, on the water, or exploring Mystic.

Top guest favourite
An open living area features warm wood flooring and a working fireplace framed by a wooden mantel. Two comfortable chairs sit beside a small table, while a spacious red sofa is positioned nearby. A well-equipped kitchen is visible in the background, with modern appliances.
Cottage in Mystic
4.98 out of 5 average rating, 292 reviews

Mystic Cottage Retreat, near downtown

This recently renovated cottage is at the top of a quiet lane with a sweeping meadow view. Single level. Two bedrooms sleep four (queen and two twin beds); new, well-equipped kitchen and one bath, open living area, deck and patio. Light and spacious. Working fireplace, central A/C; W/D; expanded cable TV and wifi; off street parking for two cars. Market/deli nearby; pleasing walk (less than a mile from center of Mystic)- restaurants, shops, marinas, etc. Near Amtrak station. Great retreat!

Top guest favourite
An open great room features a large sectional couch facing a wall-mounted TV. A dining table with four wooden chairs is visible, while additional seating is arranged nearby. Natural light streams in through multiple windows with plantation shutters, highlighting the clean, minimalist design.
Home in Mystic
4.99 out of 5 average rating, 203 reviews

Steps from downtown & Seaport

Stay in downtown Mystic, footsteps from all the restaurants, shops & sights! Leave the cars behind in our 3 car driveway. Relax in the open great room 1st floor with a large couch, 65” HD Smart TV! Full kitchen and dining area seating. Laundry on 1st with 1/2 bath and full sleeper sofa. 2nd FL has 1800's charm with cathedral ceilings, 2 Queen bedrooms, and bath w/shower - Linens provided. Step outside to a private fenced in yard w/BBQ grill, w/ outdoor seating and dining or play cornhole

Top guest favourite
A glass desk is positioned beside large windows, offering views of the water and sky. A cozy chair with a fluffy seat cover complements the desk. A stack of books, binoculars, and a soft-lit lamp are arranged on the desk, enhancing the workspace atmosphere.
Flat in Stonington
4.94 out of 5 average rating, 346 reviews

Mystical Ocean View in Historic Stonington Borough

Enjoy stunning ocean views of Stonington Harbor and Fishers Island Sound from multiple floors of this spacious, comfortable apartment for 6. Located in historic Stonington Borough, Connecticut's oldest village, you can relax in the private library, then explore this picturesque area with acclaimed restaurants, shops, and museums all within walking distance. And with Downtown Mystic, I-95, and RI's beaches just a short drive away, you can have it all, located half way between Boston and NYC!

Top guest favourite
A cozy cottage exterior is showcased, featuring a gabled roof and wooden siding in earthy tones. A spacious screened porch with rocking chairs invites relaxation, while a nearby shed complements the rustic aesthetic. Surrounding nature highlights seasonal foliage, enhancing the tranquil setting.
Home in Stonington
4.96 out of 5 average rating, 209 reviews

Romantic Seaside Cottage in Mystic

This cozy seaside cottage with sleep loft has the look and feel of an old classic yacht inside with modern amenities. Couples will love the water views, screened porch, gas-wood stove, heated stone floor in cedar bathroom, outdoor shower and patio. Another larger 2 bedroom cottage on property is for rent also for families with younger children. This rental is NOT suitable for toddlers or children under 12 due to the open balconies, railings and narrow spiral staircase to the loft.

Top guest favourite
A cozy living area is furnished with a sectional sofa, accent chairs, and a small coffee table. A colorful area rug enhances the space, while natural light enters through large windows. A dining table is also visible, creating a functional area for gatherings.
Home in Stonington
4.95 out of 5 average rating, 174 reviews

Bright and Cheerful Two Bedroom Home in Mystic

You'll be close to everything in Mystic when you stay at this cozy home located in a quiet area. Clean and bright for families, small groups, or couples visiting Mystic and surrounding area. 1 mi. to Mys. Seaport, Mys. Aquarium, Old Mys.Village, and downtown. 5 mi. to Stonington Village. 13 mi. to Watch Hill/ RI beaches. 11 mi. to USCG Academy/ colleges in New London,. and 9-17 mi. to casinos. Large deck with clean propane outdoor fireplace and large flat yard. Centrally air-conditioned.

Guest favourite
A bright living area features a comfortable white sofa and a modern armchair beside a wooden side table. Natural light floods the room through multiple windows, enhancing the neutral color palette and showcasing the sliding barn doors leading to additional spaces.
Apartment in Mystic
4.9 out of 5 average rating, 165 reviews

Harper House Heart of DT Mystic Luxury Getaway

Historic Downtown Mystic. This immaculate designed retreat is professionally managed and offers an enjoyable winter stay. Just steps to Deep Water Marinas, Fine Restaurants including Captain Daniel Packer Inn, SIFT Bakery, Train Station, and Unique Shops. This modern apartment features a fully equipped high-end kitchen with a microwave, blender, toaster, cooking essentials, and a Keurig machine. 1 on-site parking space and a shared common backyard space if available for your enjoyment.

Top guest favourite
A spacious living area is shown, featuring a comfortable sectional sofa and an accent chair. Natural light fills the space, highlighting the warm tones of the wooden flooring and exposed beams. A flat-screen TV is mounted above a modern fireplace, with a coffee table at the center.
Home in Mystic
5.0 out of 5 average rating, 174 reviews

DT Mystic Renovated 3BR Mystic Cape house

New and completely renovated modern 3 bedroom home located in Downtown Mystic (0.4 mile walk) steps from all the local restaurants and attractions. 2 of the bedrooms have queen beds, 1 has 2 full beds. There is a pull out couch in the lower level. Beautiful kitchen with custom finishes opens into large living/dining area. Style, comfort, central heat and cooling, WiFi, Smart TV, fire pit and laundry. This home is perfect for a quick weekend or a month stay. Offers plenty of parking.

Top guest favourite
The indoor heated pool features a bright blue expanse of water inviting for a refreshing swim. Comfortable lounge seating is positioned nearby, and a bar area provides space for poolside refreshments. Large sliding glass doors bring in natural light and offer views of the serene outdoor setting.
Home in Stonington
4.99 out of 5 average rating, 146 reviews

Heated Indoor Pool • 4 King Beds • Walk Downtown

Spread out in a spacious 3,000 sq ft retreat designed for families and groups, with four king beds, three full baths, generous gathering spaces, and a private heated indoor pool you can enjoy year-round. Cook together in the large kitchen, unwind poolside or outdoors, then explore downtown shops, restaurants and attractions on foot. A comfortable home base for multigenerational trips, family weekends and group getaways.

Top guest favourite
Apartment in Stonington
4.99 out of 5 average rating, 204 reviews

Elegant five-star retreat. Walk to River & Shops.

A schoolhouse from 1909—now sleek, restored, and redesigned. Two large beds, two luxe-filled baths, brick and archways, timeless paths. A short stroll brings you Mystic’s best: shops and seafood, wine and rest. Perfect for love or friends who roam—with space to breathe, you’ll feel at home. Sip Prosecco, sleep in bliss—no retreat more sweet than this.

Top guest favourite
Home in Groton
4.98 out of 5 average rating, 245 reviews

Coastal Victorian Home, Walk to Downtown

Escape to our pet-friendly 4-bed, 3-bath historic Victorian home near the scenic Mystic waterfront. Perfect for families and groups, this retreat blends classic charm with modern luxury. Enjoy historic elegance, a chef's kitchen, and a short walk to downtown Mystic and the Seaport Museum. Comfortably sleeps 8+ guests in a beautifully restored space.

Popular amenities for Enders Island holiday rentals