Vacation rentals in Hopedale

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Top-rated vacation rentals in Hopedale

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Top guest favorite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.98 out of 5 average rating, 132 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top guest favorite
Guest suite in Hopkinton
4.93 out of 5 average rating, 30 reviews

2BR Private Suite Close to World Cup Sleeps 6

Welcome to your home away from home! This private, spacious two-bedroom guest suite spans the entire lower level of our home and features a private entrance, walk-out patio, full kitchen, laundry, and open living/dining area. Located just 26 min. from Gillette Stadium/World Cup via an easy highway drive, and in Hopkinton, the start of the Boston Marathon. It’s ideal for event visitors, runners, and families. Please note: we have a (ridiculously friendly) non shedding, labradoodle on property.

Top guest favorite
A comfortable seating area is highlighted by two stylish armchairs and a soft sofa. Natural light filters through large windows that overlook the greenery outside. A modern rug is placed on the wooden floor, complementing the decor, while a lamp and coat rack add functional touches.
Home in Framingham
4.98 out of 5 average rating, 126 reviews

Cozy en suite w/ high ceilings

 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. Lots of natural light fills the space with room darkening shades to sleep in. Enjoy cozy nights by the fireplace and a well stocked granite kitchen. Great location only minutes to the Mass Pike. 25 min to Boston, 40 min. to Gillette Stadium. Enjoy shopping at the Natick Mall, AMC movies, tons of diverse dining & grocery options. Backyard has firepit for outdoor eves. Safe walkable neighborhood.

Guest favorite
A well-maintained lawn stretches across the foreground, bordered by trees providing a natural backdrop. A two-story house is visible in the distance, featuring warm-colored accents and surrounded by lush greenery. A flowering tree adds a pop of color to the serene setting.
Home in Wrentham
5 out of 5 average rating, 22 reviews

Private Heaven with a Vineyard

Welcome to your private vineyard retreat in Wrentham. Set on over 6.8 acres at the end of a peaceful cul-de-sac, this charming escape offers a working vineyard, open fields, fruit trees, and private trails. Unwind by the cozy stove, entertain on the deck or patio with charcoal griller, and enjoy the screened gazebo with expansive field view. Perfect for nature lovers, families, or weekend getaways—just minutes from outlet mall, highway and local supermarket. Serenity, charm and comfort await.

Superhost
Apartment in Milford
5 out of 5 average rating, 5 reviews

Cozy Historic 2 Bedroom Home (Sleeps 5)

Bright and comfortable apartment with easy access to Boston, Worcester and Foxboro’s Gillette Stadium. This home has been in my family for four generations. The space has plenty of natural light and easy, no-stairs access. Includes two bedrooms, full kitchen, and a comfortable living area with a sleeper sofa. Perfect for guests looking for a convenient stay during June events or travel. Upstairs apartment available for larger parties as well. . Private entrance, WiFi, and parking included

Top guest favorite
A well-maintained yard sits on a spacious acre, featuring lush green grass and a variety of trees. The house is partially visible on the right, and a clear path leads to the sunroom entrance. Flower beds with blooming plants add color to the landscape.
Home in Walpole
4.89 out of 5 average rating, 102 reviews

Entire home 3 miles from Gillette, sleeps 7.

Large yard, great for pets, this 3 BR/5 bed, well maintained home is situated 30 Minutes to Boston & Providence RI, 3 miles to Gillette Stadium & the commuter rail. Home is surrounded by many Pine trees, set back from the main road, on corner of a Cul de Sac good for walking and peace and quiet. Everything you need should be there, this was family's private residence now an Airbnb. Sit back & relax in the yard listening to the birds & enjoying nature all while being minutes to everything!

Top guest favorite
A colonial-style house is set among lush greenery, featuring a spacious front porch with wooden rocking chairs. Flowerbeds with potted plants line the entrance. A flag is displayed, adding character to the exterior. A gravel driveway leads up to the inviting facade.
Home in Uxbridge
5 out of 5 average rating, 107 reviews

Beautiful & Historic New England Colonial c.1780

The Zadock Taft House is the quintessential historic New England post & beam colonial home & listed on the National Registry of Historic Places. The house is fully climate controlled and includes 3 bedrooms, a cozy “family parlor” providing a perfect to relax and watch tv, and our wonderfully restored “tea room” and “flower room!” We invite guests to step back in time while enjoying modern day amenities! Gillette Stadium-30min. Boston-50min. Providence-25min. Newport-60min. Worcester-25min.

Top guest favorite
A serene lake view is captured at twilight, with soft clouds reflecting in calm waters. Soft lights from nearby docks and boats twinkle in the distance, creating a peaceful ambiance. A yellow inflatable is anchored nearby, and the scene is framed by the gentle curve of the hot tub.
Cottage in Mendon
4.95 out of 5 average rating, 143 reviews

Cozy Lake Cottage: Hot Tub, Gym & Waterfront Views

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Top guest favorite
The exterior of a quaint cottage is shown, featuring wooden shingles and a distinct chimney. A mature tree with autumn leaves provides a natural accent, while a gravel pathway leads to the entrance. Windows are framed with white, reflecting a harmonious blend with the surrounding woods.
Guest suite in Uxbridge
4.94 out of 5 average rating, 125 reviews

Tranquil studio suite

Experience the blend of simplicity and sophistication in this brand-new apartment, complete with essential appliances and stylish furnishings. Nestled in a tranquil wooded area, you'll enjoy easy access to highways, charming coffee shops, and the most beautiful nature walks. This basement studio apartment offers all the essentials while ensuring plenty of privacy. 2 mins to 146 highway 25 mins to Worcester 30 mins to Providence 1 hour to Boston Capacity: This is a 2-person suite.

Top guest favorite
Apartment in Milford
5 out of 5 average rating, 26 reviews

The Outlaw's In-Law

Simple and cozy - a one-bed, walk-out basement in-law in an executive home on 10 acres of wildlife-filled wetlands. Private, off-street parking and very convenient access to major highways, shopping, eating, and entertainment, whether you're visiting for business or pleasure! Perfect if you're in town for the big game (25 mins to Gillette), a concert (30 mins to Xfinity/Great Woods), a ball game (15 mins to the train to Fenway), a quick road-trip stopover, or even a remote work-week!

Top guest favorite
A spacious living area showcases large windows that invite natural light and views of the surrounding landscape. Comfortable seating includes a couch and armchair, complemented by a decorative fish tank. A dining table is visible in the background, enhancing the open and airy atmosphere.
Guest suite in Uxbridge
5 out of 5 average rating, 321 reviews

Zen Inspired Retreat with Private Forest Trails

Zig-Zag Trails blends modern comfort with the charm of rural living. Set on 65+ acres of private meadows and forests, our master guest suite is the perfect retreat to relax and recharge. Explore scenic zig-zagging trails, perfect for hiking, mountain and E-biking, and unwinding in nature—a haven for outdoor enthusiasts and homebodies alike. 📍 1 hour from Boston 📍 35 minutes from Providence 📍 25 minutes from Worcester Escape to Zig-Zag Trails—where tranquility meets adventure.

Top guest favorite
The stone barn building is framed by vibrant lavender fields in the foreground. Evening light illuminates the windows, while a calm sunset creates a soft gradient in the sky, transitioning from warm hues to deep blues.
Barn in Holden
4.9 out of 5 average rating, 532 reviews

Farm stay in a Historic Ski Lodge turned Barn

Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.

Popular amenities for Hopedale vacation rentals