
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.
ValueLocationBathroom
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.
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 255 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.
LocationFamilyView
4.98 out of 5 average rating, 188 reviews
Lavender Farm Private Luxury Suite
The luxury suite features reclaimed wood from a 150 year old silo. Reclaimed beams adorn the ceiling. The shower features rainfall, waterfall and massage jets. There is a four post king size reclaimed wood bed with an amazing second floor view of the entire circular lavender field. There is also an open kitchen/living room area with a view of 4,000+ lavender plants. You will be surrounded by custom-picked imported Italian granite selections. The sinks in the suite feature amethyst geodes.
FamilyValueCondition
4.99 out of 5 average rating, 393 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!
ValueLocationTV
4.95 out of 5 average rating, 752 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.
ValueLocationBack garden
4.96 out of 5 average rating, 453 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!
FamilyValueBiking
4.97 out of 5 average rating, 151 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
FamilyValueCondition
5.0 out of 5 average rating, 177 reviews
Nature's Nook
Beautifully decorated 4-bedroom, 2.5 bath house with views of nature from every window. This airy modern house on 5-acres offers: privacy, fire pits, picnic tables, a swimming pool, volleyball/badminton, basketball and giant outdoor Jenga games. Open floor plan for socializing & board games, with TV, internet & movies. Nearby hiking trails, large lake, & ski area. Wake up to the chatter of birds, breakfast on the deck and escape the constant noise & distractions of daily life.
FamilyValueBathroom
4.91 out of 5 average rating, 154 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.
FamilyLocationAccuracy
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.
ValueFamilyIndoor spaces
4.72 out of 5 average rating, 65 reviews
Cute and Close to Beaches and Town
A cute comfortable 2 bedroom 2 bath home with summer beach parking pass. Recently updated and furnished. A fenced in backyard. Allowing pets. Close to all in Westerly and South County. Grey Sail brewery, shops, restaurants. A 5 minute walk to restaurants, About a mile to Downtown Westerly and Wilcox park. 4 Miles to Misquamicut beach and Watch Hill. Central AC. Fenced in back yard allowing pets Great place to rent year round!
FamilyValueAmenities
4.97 out of 5 average rating, 183 reviewsPopular amenities for Hopkinton holiday rentals
Stay near Hopkinton's top sights
Other great holiday rentals in Hopkinton

Tucked Inn "Quonnie" Beachfront Cottage
ComfortSleep qualityCondition
5.0 out of 5 average rating, 5 reviews
Private chic waterfront retreat-newly renovated.
FamilyValueLong stay
4.97 out of 5 average rating, 68 reviews
Rest in Westerly
LocationValueComfort
5.0 out of 5 average rating, 62 reviews
Cozy, quiet country getaway near Mystic, casinos
ValueFamilyHospitality
4.94 out of 5 average rating, 50 reviews
Cozy Beach House 5 Min Walk to Water
LocationFamilyBeach
4.98 out of 5 average rating, 65 reviews
Billings Lake Family Retreat | Private Beach
FamilyLocationAccess
5.0 out of 5 average rating, 5 reviews
2-3 bedroom house on 5 acres
ValueLocationQuiet
4.84 out of 5 average rating, 57 reviews
Charming, bright gateway
ValueLocationGetting around
4.83 out of 5 average rating, 54 reviewsDestinations to explore
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- Mohegan Sun
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