Holiday rentals with outdoor seating in Stonington

Heathers On High Street King Bed/Twin Bed

Experience Westerly life like a Local! Enjoy this centrally-located Apartment close to Downtown. Easy highway access to the Beach and Casinos. Free Parking with Private entrance opens to a courtyard with Gazebo Sitting area and a Grill just for you! The 2 Bedroom Apartment is located on the 2nd floor with a Full Kitchen/Living Room combination, 1 Bathroom, Washer/Dryer and Central Air. The Master Bedroom has 1 King Bed with a new Nectar Mattress. Second smaller bedroom has a Twin Pillowtop Bed

Super Adorable Cottage + Fire pit + King Bed!

Transport yourself to Mystic's shipbuilding heyday at Smith Cottage. This adorable, open-concept, pet-friendly, two-bedroom retreat in historic Old Mystic captures the essence of a bygone era. Nestled at the head of the Mystic River, it offers a perfect base for exploring the coastline and Mystic Seaport. With Colonial nautical charm and 21st-century comfort, the Smith Cottage invites you to experience genuine New England hospitality. Your journey into Mystic's maritime history begins here!

Charming Family Friendly Retreat - Downtown Mystic

Spacious and inviting Mystic apartment blending historic charm with modern updates. Sleeps 6 comfortably with a queen bed, two twin bunk beds, and blackout curtains for restful nights. Enjoy a TV in the queen bedroom, free coffee, a full kitchen, and plenty of seating to relax or dine. Includes a private entrance, front deck access, and ample parking. Located in a walkable neighborhood just minutes from downtown Mystic's shops, restaurants, and waterfront—perfect for family or friend getaways.

Salt & Stone House-1 bedroom Oasis sleeps 4

Downtown 1 bd, 1 bth unit. Park your car and walk downtown to shop, grab a bite to eat, catch a movie at the renovated United Theater or take a stroll in beautiful Wilcox park. This gem is in the heart of Westerly and only a 10min. drive to the beach. Finish your day on the back porch overlooking the fenced in yard. Can sleep 4. 1 bdrm with Queen bed and living room pullout full size bed. Grocery, Liquor, restaurants, laundromat are all steps away from this well kept secret on a dead end road.

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!

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.

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.

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!

The Blue Anchor House · walk Mystic-Train/Aquarium

Experience the charm and beauty of Mystic at the Blue Anchor House. This stunning 3-bedroom home is a short 10-minute walk to the Mystic Amtrak train station or a 15-minute stroll to the historic downtown area. Fully renovated with all new appliances, bathroom and kitchen, you will feel like home. Whether you're planning a small family vacation or a romantic getaway, The Blue Anchor House is the perfect escape. ***Level-2 EV charging on site is shared with other guests***

Private suite close to beaches and downtown.

The Ruedemann Suite is situated off of our main house in a quiet neighborhood. We are located 3 miles from Misquamicut Beach & Watch Hill. Historic Downtown Westerly with its thriving restaurant, arts & music scene is 1.5 miles from the house. Take a short drive to Stonington or Mystic for shopping or local vineyards. Feeling lucky? Mohegan Sun & Foxwoods Casinos are close by! Newport & Providence are a 45-minute drive. Follow on the gram @ruedemannsuite

Downtown Mystic, Private Deluxe 2BR + Parking - 4B

Recently renovated and perfectly located! A private two-bedroom apartment on a private street in central Historic Mystic, CT! Free parking on premises for guests Park your car and never use it - Close walk to multiple famous attractions! - Mystic Pizza - Famed Drawbridge - Seaport Museum - Main Street Driving distance to even more - Mystic Aquarium, beaches, casinos, golf courses, Olde Mistick Village, and more!

Historic Home and Cottage with Seaport View

Experience historic Mystic from our bright 4-bed, 2-bath waterfront home. Overlooking the Mystic Seaport Shipyard, this unique property features a main house and a detached cottage, comfortably sleeping your group. Enjoy the private garden, modern amenities, and a short walk to downtown shops and restaurants. Perfect for a family-friendly New England getaway!