Places to stay in Wayland

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Top-rated places to stay in Wayland

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

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, 176 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 favorite

A vase holding vibrant daffodils with yellow petals and orange centers is positioned on a windowsill. Snow blankets the outdoors, visible through the window, creating a serene winter landscape.

Guest suite in Weston

4.99 out of 5 average rating, 161 reviews

Flower Farm Getaway 2BR, 20 Min To Boston

Spacious two-bedroom in-law suite attached to 1700’s farmhouse, situated on our small flower farm and garden co-op just 20 minutes from Boston. Only a mile from the Mass Pike & Rt. 128 (I-95). Centrally located to all Rt. 128 businesses, colleges & hospitals. A 7-min drive to Riverside Green line “D” subway stop into Boston (parking available), or commuter rail stops (Auburndale, Wellesley & Kendal Green Stations). It's a 15-minute drive to Amtrak's "Route 128" station to NYC and points south.

Top guest favorite

The exterior of a historic home is surrounded by tall trees, with a gentle slope of green lawn leading to the entrance. A spacious garage is visible on the right. The sky is painted in soft hues, indicating sunset.

Guest suite in Dover

4.97 out of 5 average rating, 261 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.

Superhost

A tiny house is nestled in a private, landscaped yard, surrounded by neatly trimmed shrubs and trees. A gravel driveway leads to the entrance, highlighted by a vibrant red door. The exterior features dark siding, creating a charming contrast with the natural greenery.

Home in Wayland

4.78 out of 5 average rating, 492 reviews

Tiny house experience steps from the water!

-Tiny house experience in quiet private neighborhood on its own lot with great backyard & fire pit on private secluded St. -prof cleaned after each guest -High speed internet/ expanded cable -Built in full bed with queen sleeper futon bed that can sleep 2 more -Just a few steps from beautiful Dudley Pond for swimming/fishing and great walking trails Wayland is one of nicest towns in MA yet only a min or two from anything you need and less than half hour from Boston. texts returned instantly

Top guest favorite

An inviting living space features exposed beams and a spacious layout. A comfortable sofa and accent chair provide seating, while a rustic coffee table anchors the area. A large farmhouse dining table with seating for six is positioned nearby, surrounded by artwork and natural light.

Place to stay in Sherborn

4.97 out of 5 average rating, 297 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. Check us out on IG @carriagehousema. NEW in 2022: Mini-split AC!

Top guest favorite

The basement space features a sectional sofa in a muted tone, providing comfortable seating. A wall-mounted television is positioned above a wooden console, complemented by wood paneling on the walls. The area is well-lit with a ceiling fixture and has a light carpeted floor.

Home in Wayland

4.95 out of 5 average rating, 148 reviews

Quiet & Cozy 4 BR in Metrowest- 25 mins to Boston

Keep it simple at this peaceful and centrally-located home. Cozy, quiet & clean 4 bedroom and 2 bathroom home conveniently located in the Metrowest area- 25 minutes to Boston. Situated in a very quiet neighborhood, close to grocery stores, restaurants and shopping. Guests will have access to the entire home excluding the garage. * Free parking * Free high speed internet/WiFi * Premium Cable channels * Basic cookware & dinnerware * Access to free Washer & Dryer * Keypad Entry System

Superhost

A calm lake scene is captured with colorful pedal boats lined along the dock. The still water reflects the cloudy sky and surrounding trees, creating a serene environment. A small pier extends into the lake, providing access to the water.

Guest suite in Wayland

4.88 out of 5 average rating, 150 reviews

Spacious Two Bedroom Apartment

Private and clean renovated 2 bedroom apartment in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 6 comfortably in 2 queen beds and 1 futon. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27. Close to many colleges and MetroWest office parks.

Guest favorite

A sleek silver Keurig coffee maker is positioned next to a white electric kettle on a light marble countertop. Behind them, a partial view of a bathroom is visible, featuring a toilet in the background.

Apartment in Concord

4.93 out of 5 average rating, 397 reviews

Cottage Suite "A" - Walk to Shops, Train, History

This is a private unit with no shared areas. It is the front corner of our house and is completely separate. However, you will share walls like in an apartment. Kitchen includes: sink, microwave, fridge, Keurig, and water boiler. Private gated outside lawn and patio. History, nature, dining & shopping are very close by. Open and welcoming to ALL types of people. There is a cleaning fee. There is TV with internet (Prime & Netflix) but NO LIVE TV OR CABLE

Guest favorite

A floral wall art piece is displayed on a pale green wall, accompanied by an ironing board that is mounted to the side. A white door features several hooks for hanging items, enhancing functionality in the entryway.

Guest suite in Wellesley

4.81 out of 5 average rating, 311 reviews

Private suite 1 BR, 1 BA, 1 LR, 1FLR

Prime location in Wellesley Hills, MA. Garden level suite offers a living room and a bedroom with a private bath. It offers a full size bed in the bedroom and a queen size pullout sofa in the living room. Private entrance with smart lock entry. Easy access to commuter rail, restaurants, post office, bank, Babson College, Wellesley College and Olin College of Engineering and so much more.

Top guest favorite

A private wooden deck is accessible via a small set of steps, featuring a railing for safety. The area is bordered by a wooden fence, and lounge chairs are arranged for relaxation. Green grass and shrubs surround the deck, enhancing the natural setting.

Guesthouse in Framingham

4.97 out of 5 average rating, 282 reviews

Private guest house on beautiful country road

Welcome to Grove Street Studio - our detached guest house which sits right behind our home on one of the most beautiful streets in the area. This two-room studio has everything you need for a comfortable stay including your own deck looking out to the woods behind. Perfect for for a hotel alternative for someone working temporarily at nearby businesses.

Guest favorite

The entrance of a cottage is outlined by a stone pathway leading to a dark purple door, which is adorned with a floral wreath. Window boxes are filled with plants, and a small potted plant is visible nearby. Natural landscaping features green grass, rocks, and blooming flowers.

Cottage in Stow

4.96 out of 5 average rating, 180 reviews

White Pine Cottage

Cozy 1930s cottage in Stow, MA with modern amenities. Great landing pad if you are visiting the area. Located in quiet neighborhood with very little traffic. Convenient to local farms, orchards, golfing, parks and more. Hudson, Sudbury and Maynard's restaurants and shops 15 minutes away and big city Boston / Cambridge only 40 minutes.

Top guest favorite

A modern bathroom is equipped with a glass-enclosed shower. A compact sink is positioned next to a toilet, with neutral-toned tiles covering the floor. Wooden accents enhance the ceiling, and natural light enters through a small window. Fresh towels are neatly arranged nearby.

Apartment in Natick

4.98 out of 5 average rating, 363 reviews

Scandi-Modern Apartment

Charming walk-out ground level apartment in a quiet residential neighborhood. Conveniently located west of Boston with easy access to highways. Walkable to grocery store, pharmacy, banks and restaurants. Walk the nearby trail to Lake Cochituate and the Cochituate Rail Trail is less than 1 mile away. Natick Mall is 1.3 miles.