Holiday rentals in Stonington

4.9 out of 5 average rating, 105 reviews

Homestead Near Mystic, Casinos & Beaches

Welcome to our peaceful home set on a semi-secluded 3 acre wooded lot near Mystic! Our home features a tasteful nautical theme that honors coastal New England. You will love to relax by the pool in summer or cozy up to the basement bar in winter after a fun day exploring the region. Come to de-stress from life in a tranquil setting or to explore the area. We are centrally located to the hip food and waterfront scene in Mystic, both major casinos, Block Island ferry, and all the historical sites.

Guest house in North Stonington

4.98 out of 5 average rating, 188 reviews

"Mystic Country" Farm Stay at 100 Acre Wood

Let us welcome you to 100 Acre Wood, a historic farm and working cattle ranch. Owl's House is a private and stylish guest house nestled within the trees and garden and offers 180° views. Our farm store is stocked with our own TX Longhorn beef and pasture-raised chicken and eggs, plus curated with local products. Enjoy pastoral farm life and our private forest trails, or get out and play in the area's abundance of fine dining, wineries, seasonal attractions, outdoor activities, and entertainment.

4.97 out of 5 average rating, 147 reviews

Charming Stonington Getaway - Beaches & Casinos!

Rated one of the Top Destinations of Summer in 2022, come experience all there is to offer in Stonington, CT! Walk away from your worries and into comfort in our seaside-themed apartment. Sink into our plush sofa and binge your favorite shows, cook up a storm with our fully equipped kitchen, or relax in our deck chairs with an early morning mimosa. Venture outside and experience the rolling waves of Rhode Island beaches and the quaint seaside villages of Mystic and the Borough. Come visit today!

4.95 out of 5 average rating, 289 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!

4.97 out of 5 average rating, 104 reviews

Mystic Harbor House · walk Downtown-Train/Aquarium

Perfect for a family vacation or a couples' getaway. Experience the charm and beauty of Mystic at The Mystic Harbor House. This stunning 3-bedroom home boasts breathtaking water views of the Mystic Harbor and Mason's Island. Take a short 4-minute walk to the Mystic Amtrak train station or a 7–10-minute stroll to the historic downtown area or a 6-minute drive to the Mystic Aquarium. Wake up to the refreshing ocean breeze as you sip your morning coffee and take in the tranquil surroundings.

4.96 out of 5 average rating, 189 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.

Guest suite in Stonington

4.99 out of 5 average rating, 265 reviews

Morgan Suite - spacious | hot tub | water views!

The Morgan Suite is a private Airbnb located in a quiet neighborhood along the Pawcatuck River. Just minutes to downtown Westerly, downtown Mystic, beaches, breweries, wineries, shops, restaurants and much more. This Airbnb a perfect for a romantic getaway or a relaxing memorable vacation with a friend. If you are looking to explore a new area and relax, the Morgan Suite is for you! The home is spacious, newly renovated with excellent amenities. Newly added - hot tub and massage chair!

4.95 out of 5 average rating, 185 reviews

Eco Friendly 1700s home! 0.3 miles to Westerly RI!

Welcome to Farley Ave! Our 1700’s home was originally a barn to the farm house next door, hence the close proximity and lower original ceilings/beams. Both were converted to a homes in 1905 and then we restored this house in 2021 to give it the character it once had, and bring it back to life. Our home is walking distance to bars and restaurants in downtown Westerly, as well as 10 minutes from Westerly beaches and 10 minutes to Mystic CT! Equipped with bikes, beach essentials and more!

4.96 out of 5 average rating, 231 reviews

Townhouse in Stonington

Historic Three Bedroom Townhouse - Downtown Mystic

Featuring eclectic interiors inspired by British design trends, this 3 bedroom, 2.5 bathroom 19th century townhouse offers visitors to Mystic a home-away-from-home that is out of the ordinary. The property features sumptuous wallpaper by William and Morris, as well as other quirky yet delightful features such as a jetted copper soaker tub, which is placed in the principal bedroom. The location of the townhouse is very central and an easy walk to most of Mystic's key attractions.

4.97 out of 5 average rating, 120 reviews

The Mystic Surfside Getaway 1-BD Apt

Welcome! This home is right outside Historic Downtown Mystic. Second floor unit, with balcony and washer and dyer. This modern apartment features a fully equipped high end kitchen. Sleeps up to 2 adults with queen bed, with additional room for a pack and play (baby items are included). Free street parking and shared backyard space, with a large deck containing a grill, full dining table, and seating areas.

Cabin in North Stonington

4.97 out of 5 average rating, 208 reviews

The hummingbirds, herons, and turtles are back!

Come to the woods of Southeastern Connecticut and enjoy some solitude and connection in the woods while wrapped in our flannel LL Bean bathrobes. Snuggle with a glass of wine or coffee by the fire and unplug, rest, and rejuvenate with your partner or by yourself. Only fifteen minutes away from casinos, shopping or restaurants in Mystic or downtown Westerly, RI.

Guest house in Stonington

4.98 out of 5 average rating, 285 reviews

True Artist Loft, 5 minutes to downtown Mystic

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.

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Popular amenities for Stonington holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Stonington's top sights

Mystic Seaport Museum125 locals recommend

Mystic Aquarium73 locals recommend

Saltwater Farm Vineyard37 locals recommend

Other great holiday rentals in Stonington

5 out of 5 average rating, 8 reviews

Tiny home in Stonington

"Little Red" Tiny House Stonington, CT New England

MichaelaRating, 5 stars1 day ago

such a lovely spot, very walkable to restaurants, shops, playground and beach in Stonington. very close to other great towns and areas to visit with a short car ride.

4.87 out of 5 average rating, 84 reviews

Charming apartment in heart of Stonington Borough

ElizabethRating, 5 stars3 weeks ago

Very cute place. Quite comfortable and local amenities walkable. Amanda was very responsive and helpful. Would definitely stay again.

4.91 out of 5 average rating, 34 reviews

3rd Floor Studio Apt. Walk to Downtown Mystic

AlainaRating, 5 stars1 month ago

Great spot. Convenient- close to downtown area. Plenty of parking. Little bakery/deli across the street with good eats.

5 out of 5 average rating, 7 reviews

The Clubhouse on Pequot Trail

MonicaRating, 5 stars2 weeks ago

Our stay at Whitney’s home was amazing. We especially loved how cozy the house felt, and how inviting the property was. Sitting on the deck was so peaceful, and we really enjoyed all the snacks she had left us. We would a thousand percent recommend, and can’t wait to be back!

5 out of 5 average rating, 17 reviews

Ocean view apartment in Stonington Borough

AmandaRating, 5 stars2 weeks ago

We had a lovely stay at Scott's apartment and only wish we could have stayed another night to enjoy. The space was equipped with everything we needed and Scott was very pleasant and helpful in all interactions. We enjoyed a morning walk through the main street of Stonington and checked out the beaches and lighthouse. Would definitely book again!

5 out of 5 average rating, 20 reviews

The Office

MelissaRating, 5 stars2 weeks ago

Our stay at Michaela’s was very comfortable and cozy! It’s very easy to find, was a breeze to check into, was spotless inside, and just as it appeared in photos and descriptions. It was wonderful that our mini golden doodle was welcome to stay with us and everything from the bed to the sofa and chairs were comfy. The location was perfect for our needs, (a wedding not far from the beach), and despite being on a main road, it was really not very loud at all. It’s a convenient location off the highway with ample parking and a grocery store across the street. We would happily stay again in the future!

Guest suite in Stonington

4.95 out of 5 average rating, 94 reviews

Crow's Nest Stonington Borough

KimRating, 5 stars2 weeks ago

Our stay was Wonderful, comfy and cosy, private and quiet. We loved the area too, the location was perfect as it was easy to get to restaurants, beach etc. When we go back to the area for another visit, we will book this wonderful place again!