Holiday rentals in Wrentham

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Wrentham

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
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, 129 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 favourite
A view of the calm water on Mirror Lake is framed by a flower-lined, stone patio leading to a wooden dock. The water reflects the greenery from the surrounding trees under a clear blue sky.
Home in Wrentham
4.96 out of 5 average rating, 99 reviews

10 min to FIFA, Relaxing Waterfront Lakehouse

Relax at this peaceful, family-friendly lake house on Mirror Lake. Fully renovated 3-bedroom, 2 full bath getaway directly on the water with private deck, dock, patio area, propane grill, paddle boards, kayak, fishing, and more. Located nearby Gillette Stadium, Patriot Place, Wrentham Premium Outlets, Plainridge Park Casino, an abundance of restaurants, wedding venues, walking trails and central to Boston or Providence, this is a great location for many activities or just lounging by the water.

Guest favourite
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, 19 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.

Guest favourite
An outdoor dining area is set on a spacious deck, featuring a sturdy table surrounded by six comfortable chairs. A large green umbrella provides shade, while a small flower arrangement adds a touch of color amidst a backdrop of lush, green trees.
Home in Foxborough
4.88 out of 5 average rating, 110 reviews

FIFA Soccer 3 bdrm 2 bath home Walk to Gillette

Welcome to a perfect getaway just 1 mile from Gillette Stadium! This updated 3-bedroom, 2-bath duplex home is ideal for Patriot games, Concerts, & weekend escapes. Walk to Gillette & avoid parking costs & traffic. Ask about early arrivals, featuring an oversized deck-gas fireplace, grill & firepit. On a quiet wooded acre, this home offers both convenience and relaxation. 1 hr to Beaches/ Mountains. Between Boston & Providence Major Events: - FIFA World Cup Soccer 2026 - Patriot games

Top guest favourite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.
Guest suite in Sharon
4.95 out of 5 average rating, 222 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Top guest favourite
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, 140 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 favourite
The exterior of the cottage is visible, featuring a blue door with a sign that reads 'THE COTTAGE.' A small deck offers a table and chairs, surrounded by colorful planters. A blue umbrella provides shade, with a scenic view of the lake and trees in the background.
Tiny home in Smithfield
4.97 out of 5 average rating, 808 reviews

Tiny Home Eco-Cottage w/ Lake View + Pet Friendly

Good things definitely come in pet friendly, environmentally conscious, small packages. Solar upgrade makes this lake front cottage 100% energy efficient. Built with an open, thoughtful design offering private bath, washer/dryer, full kitchen, Hotel Suite Luxury bedding and Tempur-Pedic mattress, blazing fast wifi, 46"HDTV (w/ Netflix, Sling, Prime and Plex), private deck with nice lake view. Cozy, charming and stocked with everything you could want for a perfect vacation or staycation.

Top guest favourite
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, 319 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 favourite
A spacious studio apartment features a comfortable sleeping area with a large bed and a small seating area. Natural light filters through multiple windows, illuminating the modern decor. A potted plant adds a touch of greenery, while soft ceiling fans provide a gentle breeze.
Guest house in East Providence
4.96 out of 5 average rating, 109 reviews

Beautiful Studio - < 15 mins 2 downtown & Brown

Relax, work, and unwind in “The Treehouse,” our serene, light-filled studio apartment nestled among the trees. Perfectly located in historic Rumford, RI, it’s just 3 miles from Brown, RISD, and Johnson & Wales, and 5 miles from Providence College. Enjoy quick access to the East Side of Providence, Newport, and Little Compton beaches. Conveniently close to Amtrak, bus lines, and the airport, it’s an ideal spot for exploring New England or visiting area colleges.

Top guest favourite
A spacious living area features a vaulted ceiling, large windows allowing natural light, and a comfortable sofa. A wooden coffee table sits at the center, complemented by patterned armchairs. Adjacent, a farmhouse dining table accommodates six, enhancing the open layout.
Place to stay in Sherborn
4.98 out of 5 average rating, 348 reviews

Entire Historic Carriage House with Fireplace & AC

Escape to our charming Carriage House in the Historic District of Sherborn which offers the feel of a country retreat without being far from civilization. Great for travelers looking for a peaceful getaway, checking out nearby colleges or attending a celebration like a wedding or graduation. You will love the feel of the Carriage House, its spacious living and dining room, well-equipped kitchen, and the beautiful grounds. NEW in 2022: Mini-split AC!

Top guest favourite
The kitchen features modern white cabinetry and stainless-steel appliances. A large island with seating allows for casual dining. Large windows provide natural light, and a door offers access to the outdoor area. A clock adorns the wall, adding a functional detail.
Guest house in Foxborough
4.97 out of 5 average rating, 202 reviews

Bates Boutique ☆ Home Away From Home

Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

Top guest favourite
A bright yellow house is presented, featuring multiple windows and a welcoming entrance. The pathway is lined with grass, leading to the front door. Autumn leaves cover the ground, and a small tree is positioned to one side, adding to the home's outdoor aesthetics.
Home in Foxborough
4.89 out of 5 average rating, 116 reviews

House 3 miles from Gillette Stadium

Welcome to my home in a beautiful house in a quiet green neighbourhood. We can’t host more than 6 people. The house location has easy access to Interstate highways. Small dogs are allowed and we do have security cameras outside for safety purposes. Attractions: Gillette Stadium – 4 miles Plainridge Park Casino – 6 miles The Wrentham Outlets – 9 miles Gym, Shops and Outlet

Popular amenities for Wrentham holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Norfolk County
  5. Wrentham