Holiday rentals in Bridgewater

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Top-rated holiday rentals in Bridgewater

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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, 131 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.

Guest favourite

A living room area is depicted, featuring a green sofa and a wooden TV stand. Skylights allow natural light to fill the room, highlighting the warm wooden floor. In the background, a small kitchen can be seen through an open doorway, with two stools arranged at a counter.

Flat in Bridgewater

4.84 out of 5 average rating, 262 reviews

Sun-Drenched 2BR Near Cape Cod & Boston Commuter

Welcome to a bright, comfortable 2-bedroom apartment just a 4-minute walk to BSU. Perfect for visiting families, traveling nurses, professors, and corporate guests. Enjoy private driveway parking, Wi-Fi, a fully equipped kitchen, and quiet residential neighborhood with a spacious backyard. located near Good Samaritan Medical Center and the VA, with easy access 2 Boston, Gillette Stadium, Plymouth, Rhode Island, & Cape Cod. A peaceful, homelike alternative 2 hotels for short or extended stays.

Top guest favourite

A quaint cabin is positioned among trees, softly lit at night. An illuminated entrance is framed by colorful pots and surrounded by a cozy seating area with an Adirondack chair. Flickering firelight adds warmth to the inviting outdoor space.

Cabin in Littleton

4.99 out of 5 average rating, 219 reviews

Private & Remote, Enjoy Outdoors, Sleep in Luxury

Bit of a wonderland (57 Acres, 100+ 5-star reviews). A place you won't soon forget. Complimentary firewood, 1/2 hour from Boston, camp but sleep in luxury. This cabin is privately located on a retired Christmas tree farm, about a one-quarter mile off the public road. Listen to the water flow, and watch the sunset over the wetlands. This site is ideally suited for a couple looking for an outdoor experience retiring to the comfort and security of a luxury tiny house. Everything is solar-powered.

Superhost

A modern kitchen features sleek black bar stools lined up against a spacious white countertop. Open shelving displays decorative items, while large windows allow natural light to illuminate the area. The kitchen includes stylish cabinetry and is equipped for meal preparation.

Home in Brockton

4.96 out of 5 average rating, 67 reviews

Leisure | Business| Getaway| Downtown Brockton

Experience a stylish getaway in downtown Brockton, conveniently located near the highway and public transportation. This newly renovated, contemporary home is designed to be your perfect home away from home. Enjoy modern amenities and thoughtful touches throughout the home, including a fully equipped kitchen, comfortable living area and cozy bedrooms that ensure a restful stay. Whether you're here for business or leisure, you'll find everything you need for a relaxing and enjoyable experience.

Top guest favourite

A view of a serene outdoor space featuring a green lawn bordered by a cranberry bog. A fire pit with chairs is situated in the foreground, while a rustic building and tree line create a picturesque backdrop under a cloudy sky.

Guest suite in Duxbury

4.94 out of 5 average rating, 101 reviews

Guest suite on cranberry bog, 1 mile from beach

Why fight the traffic to Cape Cod when you can enjoy New England's beaches, trails and seafood from beautiful Duxbury - just an hour from Boston! Our home is on a gorgeous cranberry bog surrounded by biking and walking trails and just a mile from the beach. Skylights and french doors to a private patio fill the suite with sunlight. Guests enjoy the fire pit, grill and yard in summer or hit the trails on snow shoes and sleds in winter. The bog freezes over too and is great for ice skating!

Guest favourite

A private bedroom is viewed through large glass windows, offering a serene lake vista surrounded by trees. A small table with two stools is positioned near the window, while a bedside with a decorative plant enhances the space.

Cottage in Carver

4.87 out of 5 average rating, 46 reviews

Adorable Lake Front Cottage

Take a break and unwind at this peaceful oasis. Enjoy the outstanding morning sunrises and the light from the moon shining over the lake from your private glassed in bedroom. Enjoy your morning coffee on the open deck overlooking the calm waters of the lake. There are two kayaks and a paddle boat if you would like to take an adventure. Just 10 minutes to Plymouth Center and 25 minutes to either Cape Cod bridges. Easy drive to all major highways. sorry but no children or pets allowed.

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

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, 809 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.

Guest favourite

A small, red-roofed structure is visible in the foreground, surrounded by a neatly maintained grassy area. A white fence encloses the space, with trees and lush greenery present in the background. Two horses can be seen grazing peacefully, adding to the serene rural setting.

Tiny home in Pembroke

4.87 out of 5 average rating, 139 reviews

Tiny Farm House on a Horse Farm

Set in a quiet cul-de-sac at the end of our driveway, this tiny house is part of our family compound and working horse farm. We have many animals. Enjoy your space, knowing we are just 50 yards away should you need anything. This is a true tiny house experience. The kitchenette has everything you need. The sleep loft is accessible by a ladder and has a low ceiling. Disclaimer there is no door on the toilet, which is tucked away in the kitchen area. WiFi connection is not guaranteed.

Guest favourite

A cozy bedroom features a spacious bed adorned with a checkered blanket. Light enters through a window with sheer drapes, while decorative wall art and shelves add to the rustic charm. A round rug complements the hardwood floor, enhancing the welcoming feel of the space.

Flat in Taunton

4.96 out of 5 average rating, 131 reviews

World Cup Special* 25 Mins to Boston* Stadium

This warm and inviting, rustic style apartment is located in the Historical district of Taunton, prime location for all the “Hotspots” of Mass. Minutes to routes 24, 44, 495, and route 138. Perfect for long term stays/Short term or traveling nurses! Your home-away-from-home awaits you! We provide Free: ✔Coffee, also decaf/Tea ✔WIFI ✔Netflix/ cable/Disney+ ✔Snacks ✔Basic cable ✔Quality toiletries and soaps ✔Iron/Ironing board ✔Board games ✔Level 1-2 EV charging port

Top guest favourite

An open-concept studio is displayed, featuring a spacious bed with a light gray blanket. A cozy seating area includes a sofa and a chair, while a dining table is positioned in the background. Large windows allow natural light to illuminate the checkered floor.

Guest house in East Providence

4.96 out of 5 average rating, 110 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

Cabin in Freetown

5 out of 5 average rating, 48 reviews

Off-Grid (heated) Forest Cabin

Escape to a private off-grid cabin on 40 acres beside Freetown Forest. Easy to access from the road, heated, fully secluded, and perfect for a quiet retreat. Enjoy rustic simplicity with modern essentials, including WiFi and a 12V power source for charging devices. Hike, relax, or work remotely in peaceful nature. A perfect getaway for solo travelers, couples, writers, and anyone needing a reset.