
Holiday rentals in Enders Island
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Top-rated holiday rentals in Enders Island
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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!
4.98 out of 5 average rating, 292 reviews
1 Bedroom Suite in the Heart of Mystic
Discover the charm of downtown Mystic at our newly renovated 1 bedroom cellar suite! With a private entrance and dedicated parking spot, you'll have easy access to the best of Mystic, just a two minute walk away. Enjoy the convenience of being walking distance to some of Connecticut's top restaurants, bakeries, and bars. Take in the stunning views of the Mystic Seaport and historic bridge from your private waterfront seating area. Stay in the heart of all the action, and book your stay now!
4.92 out of 5 average rating, 178 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
4.99 out of 5 average rating, 203 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!
4.94 out of 5 average rating, 346 reviews
Luxury 3 Bedroom Apt Near Mystic Drawbridge
Experience the energy of downtown Mystic by staying in this newly remodeled & spacious top 2 floors apt. that is a 5 minute walk to the Mystic waterfront/drawbridge, S&P Oyster Co., SIFT, Mystic Pizza, & much more! Furnished Apt Details: - Naturally sunlit rooms & modern furniture - Living room, dining room, & kitchen: open concept - 3 Bedrooms: 2 queen & 2 twin beds - 1 bathroom with spacious shower, modern vanity & stackable washer & dryer - Access to backyard with patio & BBQ to unwind
5.0 out of 5 average rating, 126 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.
4.96 out of 5 average rating, 211 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.
4.9 out of 5 average rating, 166 reviews
Beautiful studio overlooking the Mystic River
This bright apartment is within walking distance of Downtown Mystic with lots of nearby food options food options. There are coastal access points nearby that are within 2 to 5 mins. There are trails across the street for a scenic hike. The sunset views are breathtaking and you can see wildlife and boats including the Argia several times a day. We are 1 exit away from Mystic Seaport and Mystic Aquarium. Use Mystic Go App to see all that you can explore in this area.
4.97 out of 5 average rating, 198 reviews
"Meteor": River View Penthouse in Downtown Mystic
River views & salty breezes that get better with every step up from this spacious & sunny attic penthouse with private balcony freshly renovated in 2022. Whimsical boho style in open plan living walkable to all downtown Mystic amenities. Sleeps two in eco certified memory foam king with bathrobes and eye masks included for lounging & snoozing. Updated kitchen with all the mod cons, Klipsch bluetooth speaker and games in the living area.
4.95 out of 5 average rating, 116 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.
4.99 out of 5 average rating, 146 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.
4.98 out of 5 average rating, 713 reviews
Historic Waterfront School House
Escape to a historic 1857 schoolhouse cottage on the Mystic River. This unique 1-bed, 1-bath waterfront retreat is perfect for couples or solo travelers. Enjoy stunning views of the Mystic Drawbridge and Seaport from your private patio. Just a 2-block walk to historic Downtown Mystic, this charming space combines authentic history with modern comfort for an unforgettable stay.
4.96 out of 5 average rating, 365 reviewsPopular amenities for Enders Island holiday rentals
Other great holiday rentals in Enders Island

Mystic Magical Sunsets awaits your arrival
4.87 out of 5 average rating, 106 reviews
Bright and Cheerful Two Bedroom Home in Mystic
4.95 out of 5 average rating, 176 reviews
LUX, Fireplace, Deck, Foosball, Pingpong, Private
4.97 out of 5 average rating, 115 reviews
Elegant five-star retreat. Walk to River & Shops.
4.99 out of 5 average rating, 205 reviews
Modern Studio in Heart of Downtown Mystic
4.87 out of 5 average rating, 623 reviews
Historic Mystic Home, Fenced Yard, Fire PIt
5.0 out of 5 average rating, 237 reviews
Harbor View Landing - Mystic, CT - The Patriot
5.0 out of 5 average rating, 64 reviews
Water Views | Kayaks & Bikes | EV Charger | Pets
4.98 out of 5 average rating, 45 reviewsDestinations to explore
- Yale University
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Cooper's Beach, Southampton
- Bonnet Shores Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- Southampton Beach
- Easton Beach
- Roger Williams Park Zoo
- University of Connecticut
- University of Rhode Island
- The Breakers
- Soundview Beach
- Second Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Easton's Beach
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park





