Holiday rentals in Charles River

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Top-rated holiday rentals in Charles River

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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, 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 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, 218 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.

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.

Top guest favourite
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, 122 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.

Top guest favourite
Guest suite in Dover
4.98 out of 5 average rating, 322 reviews

Peaceful Country Home, Dover, Ma: Private Entrance

Graceful country oasis in a renovated 125 year old historic home, 35 minutes driving time from downtown Boston. (Important-stair climbing required to reach bedroom suite.) I welcome quiet, mature guests as this is a very peaceful (non-party)environment. We are located on a scenic road in sophisticated Dover, Ma, a commuter/country setting, with miles of hiking trails and roads ideal for cycling. I have owned and loved this home for 35 years and take great joy in its charm and outdoor spaces.

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
Guest suite in Norwood
5 out of 5 average rating, 20 reviews

Modern Upper-Level Oasis Minutes to Boston Stadium

Perfect for families or friends, this bright and stylish 3-bedroom upper level features a brand-new renovated kitchen with new appliances, a cozy living room with an electric fireplace, dining area, private laundry, a large deck, and 2 driveway parking spaces. Peaceful neighborhood near Boston and Gillette Stadium, quick access to the highway and Commuter Rail station to Boston in a 1/2 hour. The host lives on-site in the lower level of the house and is available for assistance if needed.

Top guest favourite
Flat in Dedham
5 out of 5 average rating, 31 reviews

Modern Studio Above Detached Garage Near Boston

Modern private studio above a detached garage in a quiet neighborhood near Boston. Features a queen bed, full-size couch, dining table, fast WiFi, and 55” smart TV. Floor mattress. No cooking surfaces, but includes a mini fridge, microwave, toaster, drip coffee maker, Nespresso, and electric kettle. Bathroom with stand-up shower, no bath tub. Towels and linens provided. Private entrance, on-street parking. Close to restaurants, shopping, MBTA Franklin line commuter rail to South Station

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
An inviting bedroom features wood-paneled ceilings and soft lighting. A spacious bed is situated near a window with light filtering through. A vintage-style chair and a wooden bench add to the room's charm, complemented by a decorative area rug underfoot.
Home in Norwood
4.97 out of 5 average rating, 71 reviews

the house of id; vintage shop, accessible space

🏡🚨‼️ Now Featured in The Boston Globe ‼️🚨🏡 Stay. Id's design is informed by our firsthand experience of living with a chronic/invisible illness. To us, accessibility means joy at your fingertips; and participation without overexertion. Unmask. Shop. We did the legwork, filling the house with buyable treasures. Live with the pieces you love. Then take them home. Take Part. Some of the house is experiential. Change hardware. Move art. Bake for the community. Get involved.

Guest favourite
Flat in Boston
4.85 out of 5 average rating, 46 reviews

The Cori: Elegant • Airy • W/D

Experience Boston with classic warm furnishing near the heart of Boston. Just a 5 min walk from the T and close to Boston College/Harvard/MIT, you can tastefully engage with all of Boston. Additional sleeping arrangements provided on request! Unit Features -> Blazing Fast WiFi -> 65” Roku TV Living Room -> 55” Roku TV Bedroom -> Fully Stocked Kitchen -> Washer & Dryer -> Comfortable Queen Bed Ideal for and anyone looking to experience Boston in peace and comfort.

Guest favourite
A spacious bedroom features a substantial bed adorned with soft linens and decorative pillows. A large mirror sits atop a modern dresser, reflecting the room's light. Natural light filters through the nearby windows, highlighting a patterned area rug that adds color to the floor.
Flat in Sharon
4.93 out of 5 average rating, 57 reviews

Newly renovated cozy apartment!

Our newly renovated, cozy apartment is perfect for up to four guests and offers a warm, inviting atmosphere that feels like a true home away from home. This spacious one-level unit is fully equipped with essential amenities to ensure a comfortable and convenient stay. You’ll enjoy easy access to a variety of local restaurants and bars, and we are just a short 1-mile drive from Patriot Place, home of the New England Patriots, premier shopping, dining, and entertainment.

Popular amenities for Charles River holiday rentals