Vacation rentals in Mason Island

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Top-rated vacation rentals in Mason Island

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

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Top guest favorite

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

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!

LocationFamilyDecor

4.99 out of 5 average rating, 123 reviews

Guest favorite

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

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.

LocationValueGetting around

4.93 out of 5 average rating, 126 reviews

Top guest favorite

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

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!

ValueLocationNearby

4.98 out of 5 average rating, 290 reviews

Top guest favorite

Home in Mystic

LUX, Fireplace, Deck, Foosball, Pingpong, Private

Pequot is your expansive Mystic retreat, offering 5,000+ sq ft of space just minutes from downtown. Accommodates 12 guests, with five bedrooms, multiple living areas, ping pong, foosball, a fireplace, and a fire pit, it’s perfect for reunions and group getaways. It also has a private apartment with its own kitchen and bath. Enjoy peaceful mornings on the deck and lively evenings filled with games and gathering. Spacious, private, and designed for connection. Book your Mystic escape today!

LocationFamilyBackyard

4.99 out of 5 average rating, 114 reviews

Top guest favorite

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

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

FamilyLocationBreakfast

4.99 out of 5 average rating, 201 reviews

Top guest favorite

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.

Apartment in Stonington

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!

ValueFamilyParking

4.94 out of 5 average rating, 345 reviews

Top guest favorite

An open-concept kitchen and living area is captured, featuring modern stainless steel appliances and white cabinetry. A spacious island with bar stools offers additional seating. Natural light fills the space through multiple windows, highlighting the cozy living area with a coffee table and comfortable seating.

Apartment in Mystic

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

ValueLocationLaundry

5.0 out of 5 average rating, 125 reviews

Top guest favorite

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

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.

LocationValueWalkability

4.96 out of 5 average rating, 209 reviews

Guest favorite

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.

Condo in Mystic

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.

FamilyLocationView

4.9 out of 5 average rating, 165 reviews

Top guest favorite

A spacious kitchen features modern white cabinetry and stainless steel appliances. A large dining table with seating for eight is centered on a light wood floor, accompanied by black metal chairs. Natural light enters from a nearby window, illuminating the simple, inviting decor.

Home in Mystic

Mystic Family Getaway

Bring the whole family to this spacious 2200 sq foot newly remodeled home on 1.5 acre only 300 yards from the quaint Williams beach and playground near the YMCA! We fell in love with this home because of the size, yard and location. Newly remodeled with all brand new appliances and furniture. It is the perfect Mystic location for your family’s getaway. Close proximity to everything Mystic has to offer. 0.7 to the Mystic train station, 0.6 to Big Y grocery store, 1 mile to downtown.

LocationValueSleep quality

5.0 out of 5 average rating, 146 reviews

Top guest favorite

Home in Stonington

FREE Private Indoor Heated Pool - Mystic Home

Experience Mystic in style at this spacious retreat with a private year-round heated indoor pool. Sleeps up to 11 with 4 king beds + bunk, 3 full baths, and open living spaces perfect for groups. Relax poolside, cook in the gourmet kitchen, or gather on the patio by evening. Walk to downtown Mystic’s shops, restaurants, and attractions. Designed for comfort and convenience, this home is your perfect coastal escape!

ValueFamilyAir conditioning

4.99 out of 5 average rating, 146 reviews

Guest favorite

The interior space features a cozy living area with a sofa and coffee table, complemented by a vibrant area rug. A brick fireplace is located along one wall, while the kitchen area includes modern appliances and bar seating. Natural light floods through large windows.

Guesthouse in Stonington

The Dacha at the Mystic Farmhouse

A Historic Artist’s Retreat Near Downtown Mystic Lovingly known as The Dacha for nearly 80 years, this one-of-a-kind gem was built in 1945 as a studio for the artist who once called the property home. Fully insulated for cozy winter stays, the unique structure is tucked away on a peaceful piece of land, just five minutes from downtown Mystic.

ValueLocationTV

4.95 out of 5 average rating, 359 reviews