
Holiday rentals in Hopkinton
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Top-rated holiday rentals in Hopkinton
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Estate with lake near beaches & Westerly
Let this be your home away from home. Large, open, & upscale, with a cozy mix of comfort & nostalgia. Enjoy time with family & friends in our spacious, welcoming home on 40 acres, surrounded by fields, orchards, woods, stone walls, & lake with canoe, kayaks & paddle boards. Great for family vacations, reunions, retreats, & celebrations. Weddings welcome - contact owner for details. Pet friendly. Close to beaches, Watch Hill, Foxwoods. 5 min to I-95. 35 min to Providence airport. 4 night min.
4.89 out of 5 average rating, 142 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.
4.99 out of 5 average rating, 254 reviews
Cheerful Cozy Colonial
Relax at this warm, welcoming, peaceful place to stay, with hiking trails nearby and only a 10-15 minute drive to various beaches, and a 10-minute drive to downtown Westerly. Set on 2+ acres, rejuvenate and connect with friends and family around the outdoor fire pit. Inside you will find a comfortable space with a full kitchen, living room, dining room, three bedrooms, and a full and half bath. Between Memorial Day and Labor Day, enjoy the outdoor shower after a long hike or trip to the beach.
4.98 out of 5 average rating, 187 reviews
Come relax at Lakeside Landing
Come relax and enjoy lakefront living in this 2 bedroom, 1 bath house on Boone Lake. 1st BR offers a king size bed and 2nd BR offers a twin over full bunk bed with a trundle. Enjoy open concept living with beautiful views of the lake. Inside you will find wifi, streaming on 3 tvs, Wii, board games, puzzles and books. Relax on the large deck, enjoy yard games or use the 2 kayaks, canoe or paddle board. A perfect place for a relaxing family getaway. Ring camera at front door only for security.
4.98 out of 5 average rating, 171 reviews
Ellis -Lakeside Cabin on Beach Pond with Sauna
Year round quintessential lakeside vacation! Ellis is a fully heated/winterized camp cottage just steps from beautiful Beach Pond. It has two bedrooms and sleeps 5. The detached bunkhouse has 3 single beds and is available for larger groups (summer only) Very peaceful lakeside location just 238 feet from Beach Pond. Walking distance to trails. Visit our 6 horses. Not a secluded space so make sure to look at the photos to see the layout of other nearby buildings. Please read all the details!
4.95 out of 5 average rating, 751 reviews
Fall in Westerly | Wineries, Weddings & the Coast
🍂 Enjoy fall in Westerly! Explore Watch Hill, local wineries with outdoor music, apple picking and nearby Mystic—then enjoy dinner downtown or a show at the United or Granite Theatre. Perfect for: • Wedding guests • Couples’ getaways • Wineries & fall foliage • Family visits & holiday weekends Walk to coffee and BarreCoast for yoga & fitness classes, with beautiful beaches just 10 minutes away. Staying for work? Our fully equipped home is also ideal for midweek & extended business stays.
4.96 out of 5 average rating, 449 reviews
Stunning Waterfront Cottage with Big Yard & Dock!
Escape to the tranquil beauty of "A Summer Place," a charming 1,500 sq ft waterfront cottage nestled just steps from RI's stunning coastline and pristine beaches. Whether you're planning a family getaway or a retreat with friends, this idyllic home offers the perfect blend of rural charm and modern amenities, all in a prime location near local shops, bakeries, cafes, and top-rated restaurants. The expansive yard and private dock provide an unbeatable setting while you sit back and relax!
4.97 out of 5 average rating, 150 reviews
Sunny Days, Starry Nights | 10 Min to Beaches
☀️ WESTERLY BEACH PASS INCLUDED ☀️ Welcome to Woodhaus Westerly — Minutes to both Westerly and Charlestown beaches, downtown shops, breweries, and coastal walks. Enjoy a crisp beverage on the front porch swings, cool off in the outdoor shower then take in the stars after dark while enjoying an evening bonfire. Dog + kid friendly with plenty of space to relax. Perfect for couples and families - designed for making summer memories. View more photos and updates @Woodhaus_Properties
5.0 out of 5 average rating, 176 reviews
Lake House w/Game Rm 5 Min From Foxwoods & Mohegan
Relax and enjoy the breathtaking views of this new contemporary lakefront home. Kayaks & paddleboards await you, 5 min from Foxwoods, 10 min from Mohegan Sun with multiple-choices of hiking, boating, shopping and dining. Stunning cathedral, ceilings, fully equipped kitchen, with granite countertops, tiled showers with full amenities and a game room/theater. You cannot get any closer to the water. This two bedroom 2 1/2 bath sleeps eight, 2200 square-foot house completed in 2024.
5.0 out of 5 average rating, 102 reviews
The Cottage Suite at River Haven Sanctuary
Situated on a working farmed animal sanctuary, the Cottage Suite at River Haven Sanctuary is a peaceful retreat where you can immerse yourself in nature. The Cottage boasts spectacular views of the horses, donkeys and pigs! Featuring a queen bed & twin bunks, the cottage sleeps up to four and includes a kitchenette, nespresso, Wonder Oven, refrigerator and water cooler. Cozy extras include robes and slippers, plush couch, TV and electric fireplace.
5.0 out of 5 average rating, 31 reviews
Willows Den~
Kick back relax, take a stroll to Woodriver. Walk down to the Waterfall. Be sure to explore the area! Lots of great hiking trails. Within a 20 min..drive you have 2 Casinos Foxwoods & Mohegan Sun, Great Restaurants, The Mystic Aquarium, Seaport,Shopping ,Golf Courses, local Vineyards. When visiting The Ocean State you must see sthe waves! Always welcome to relax in the in ground saltwater pool. Extra guests allowed for small fee.Please inquire.
4.72 out of 5 average rating, 65 reviews
Cozy beach house close to beaches with Fire Pit
Escape to our recently renovated (May 2023) beach house! This bright, 3-bedroom home comfortably sleeps your group with king, queen, full and bunk beds. Features a modern kitchen, two pristine bathrooms, and a bonus lower-level playroom with a TV and toys. Perfectly located just a 5-minute drive from local beaches, nature reserves, and shops. Ideal for families and groups seeking a coastal adventure.
4.96 out of 5 average rating, 218 reviewsPopular amenities for Hopkinton holiday rentals
Stay near Hopkinton's top sights
Other great holiday rentals in Hopkinton

Private chic waterfront retreat-newly renovated.
4.97 out of 5 average rating, 67 reviews
Rest in Westerly
5.0 out of 5 average rating, 61 reviews
Tucked Inn "Quonnie" Beachfront Cottage
5.0 out of 5 average rating, 3 reviews
Ocean front The Beach House
4.96 out of 5 average rating, 93 reviews
2-3 bedroom house on 5 acres
4.84 out of 5 average rating, 57 reviews
Cozy Beach House 5 Min Walk to Water
4.98 out of 5 average rating, 65 reviews
Cozy, quiet country getaway near Mystic, casinos
4.94 out of 5 average rating, 49 reviews
Private Beach, Spectacular Ocean View!
5.0 out of 5 average rating, 55 reviewsDestinations to explore
- Mohegan Sun
- Foxwoods Resort Casino
- East Matunuck State Beach
- Bonnet Shores Beach
- Ocean Beach Park
- Charlestown Beach
- Mystic Seaport Museum
- Mystic Aquarium
- 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
- Horseneck Beach
- South Shore Beach
- Orient Beach State Park
- Ditch Plains Beach





