
Places to stay near Walden Pond
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Top-rated holiday rentals near Walden Pond
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Cozy en suite w/ high ceilings
 Relax in this peaceful private en-suite with breathtaking backyard views of the tall pine forest. 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. Just 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. Very safe walkable neighborhood
4.98 out of 5 average rating, 145 reviews
Comfy-Spacious-private 1BR conveniently located
This stylish, private place is perfect for a couple, small family or groups of 4. Just minutes from Boston or the North Shore. Travel by car, Uber, or local train to enjoy Boston excursions, Salem witches, Cape Ann antiquing, sand beaches, fall leaf peeping, skiing, historical sights, sporting events, graduations, and retail therapy at nearby malls, outlets, or ionic Newbury St. A multitude of local and city restaurants and breweries provide an array options for your pleasure. YMCA next door!
4.95 out of 5 average rating, 258 reviews
Newly Finished Guest Haven in Woburn
Welcome to our newly finished in-law lower level suite in Woburn! This private 1-king bed bedroom, 1-bath retreat features a cozy living room, a well-equipped kitchenette with a private entrance. Located on a quiet dead-end street, it’s just 5 minutes from Woburn Center, 15 minutes from Encore Boston Harbor, and a 20-minute drive to downtown Boston. Perfect for business travelers or couples, enjoy a peaceful stay with easy access to dining, shopping, and entertainment. Book your stay today!
4.89 out of 5 average rating, 171 reviews
Newly renovated, spacious, clean, 3 bedroom home.
Whether traveling for business or pleasure, this ideally located, pet-friendly home in North Chelmsford, Massachusetts, is accessible to major highways and commuter rails. The home is close to major hospitals, universities, and concert venues. The area is rich in America’s history and is surrounded by historical sites to visit all within minutes. The beautiful, light, airy living space boasts all the comforts of home. Our goal is to give you the best travel experience possible.
5.0 out of 5 average rating, 263 reviews
Water front cabin-like guest suite on a quiet pond
Our home is located on a wooded lot overlooking a pristine kettle pond. Access to our home requires ascending a long but gradual set of stairs followed by a second set of stairs to the entrance of the guest suite. The two room suite has a bedroom and a kitchenette with a microwave, toaster, electric kettle and mini frig. There is a French press, coffee bean grinder, tea, cups, dishes and flatware in the cupboards. It does not have a full kitchen ( no stove/ no kitchen sink)
4.98 out of 5 average rating, 153 reviews
Retreat Near Boston | AC, BBQ, Deck, Pets OK
Welcome to your perfect home base just outside Boston—ideal for families, groups, and business travelers alike. This bright and spacious 4-bedroom home comfortably accommodates your group with 5 beds and plenty of room to relax. Enjoy a fully fenced in backyard. Enjoy a large, sun-filled living area, a bonus dining space with beautiful vaulted ceilings, Kawaii Piano, and a fully equipped kitchen with modern stainless steel appliances—perfect for gathering and entertaining.
4.92 out of 5 average rating, 12 reviews
Spacious 4 bedroom home with large yard
Private and clean renovated 4 bedroom house in "Safest Town" in Massachusetts, 25 minutes from Boston. Perfect for families or travelers wanting extra space. Sleeps 8 comfortably in 4 bedrooms. Pets are completely welcome! Lots of walking trails nearby. Connected to another unit and shares the large backyard. Kids will enjoy the swingset. Lake Chochituate is near with canoe, kayak, and swimming. Close to MassPike, Rt.30 & 27, and many colleges and MetroWest office parks.
4.89 out of 5 average rating, 133 reviews
Cottage Suite "B" - Walk to Shops, Train, History
Enjoy easy access to everything from this perfectly located home base. The bedroom is a converted musician and sound studio. It is also very quiet and excellent for writing or playing your guitar. There is a kitchenette/dining/living room area next to the bedroom, including table, chairs, tv, couch, coffee/microwave/kettle/sink/ refrigerator. There is a full bathroom with washer/dryer. Please check full pricing and cancellation policy before you book.
4.83 out of 5 average rating, 92 reviews
Modern Farmhouse Suite in Historic Lexington
Enjoy a modern farmhouse themed private suite in a peaceful setting in historic Lexington. Our home is perfect for : -Travelers visiting Boston and surrounding historical sites -Visitors seeking to stay in close proximity to family and friends in Lexington or surrounding communities -Locals in need of temporary housing -Business professionals needing accommodations within commuting distance to Boston -Families with kids, couples, or solo guests
4.97 out of 5 average rating, 189 reviews
Modern Studio w/ Fire Pit, Play Area & Large Yard
Welcome to our cozy, modern suite in historic Lexington! Enjoy a peaceful stay with full private access, fast WiFi, Smart TV, home theater, kitchenette, and private gym with a Peloton bike. Relax by the fire pit or let the kids play outside. Just minutes from trails, Battle Green, and 20 minutes to Boston — a perfect home for families, groups, or business travelers. Certificate number: STML-24-5
4.91 out of 5 average rating, 74 reviews
Private Studio w/ Loft Center Historic Carlisle
Charming private studio in the heart of Carlisle, perfect for 2 adults (up to 4 guests). Completely separate with no shared spaces. Close to Routes 128, 495, 35min to Boston, 10 min to historic Concord. Outdoor lovers enjoy nearby hiking, biking, and Great Brook Farm State Park. Easy access to Lowell, Nashoba Valley Ski Area, shops, and restaurants.
4.89 out of 5 average rating, 485 reviews
Private apartment with driveway parking in Woburn
Enjoy your private retreat in this spacious 1-bedroom lower-level apartment, comfortably accommodating up to 4 guests. Features a fully equipped kitchen, a cozy living room with a 65" Smart TV, and access to a beautiful, enclosed backyard. Located minutes from shops and restaurants, it's the perfect blend of comfort and convenience for your stay.
4.97 out of 5 average rating, 192 reviewsPopular amenities for holiday rentals near Walden Pond
Other top sights near Walden Pond
Apartment rentals with wifi

Lovely one bedroom apartment condo, with parking
4.84 out of 5 average rating, 153 reviews
The Raven!
4.96 out of 5 average rating, 124 reviews
Lovely studio walk to Wellesley and Babson College
4.94 out of 5 average rating, 105 reviews
Family Home + Near Downtown + Cool Backyard!
4.94 out of 5 average rating, 262 reviews
Spacious 2 bedrooms Apt -Roof deck NO Cleaning fee
4.93 out of 5 average rating, 907 reviews
Modern, Spacious, Top Floor Condo in A++ Location!
4.96 out of 5 average rating, 114 reviews
Deluxe and Bright 3Br, King Bed,W/D,Parking
4.92 out of 5 average rating, 109 reviews
Penthouse 2 Beds /2 Baths luxury in South Boston
4.89 out of 5 average rating, 150 reviewsFamily-friendly house rentals

The Brickhouz at Arlington !
4.99 out of 5 average rating, 120 reviews
Harvard House-The Gathering Place.
4.94 out of 5 average rating, 111 reviews
Lake home
4.89 out of 5 average rating, 132 reviews
Lake Cochituate Waterfront Home
4.97 out of 5 average rating, 73 reviews
Modern Grand Retreat |5B5B |Brand New Luxury House
4.95 out of 5 average rating, 20 reviews
Luxury Retreat | Theater | Game Room | Garden Spa
4.95 out of 5 average rating, 21 reviews
5BR2Bath LUXE HOME
5.0 out of 5 average rating, 3 reviews
Luxury Boston Ranch –Sleeps 8|Pet+|Heated pool
4.84 out of 5 average rating, 56 reviewsApartment rentals with air conditioning

Warm home in Lexington, walk to town, nature trail
4.94 out of 5 average rating, 465 reviews
The Franklin: Wellness • Aesthetic • W/D • Gym
4.85 out of 5 average rating, 131 reviews
Just Renovated, Private & Quiet 2 Bedroom Condo
4.98 out of 5 average rating, 122 reviews
Modern Cozy 2 Bed Near Cambridge
4.93 out of 5 average rating, 106 reviews
Bee-Themed Retreat Near Salem - Unique Stay
4.99 out of 5 average rating, 223 reviews
Curated Designer Retreat • Pool • Gym • Dining
4.96 out of 5 average rating, 119 reviews
Loft Apartment Suite in Downtown Maynard
4.89 out of 5 average rating, 578 reviews
2bed/2bath Apt at Waltham Landing. Middle Unit
4.91 out of 5 average rating, 206 reviewsOther great holiday rentals near Walden Pond

Entire private guest suite
4.97 out of 5 average rating, 100 reviews
Cozy Maynard duplex: 3BR with Wood stove
4.98 out of 5 average rating, 57 reviews
Millside Maynard: Walkable 2BR/Flex Office Apt
5.0 out of 5 average rating, 58 reviews
Perch
4.79 out of 5 average rating, 52 reviews
Guest suite in Bedford
4.98 out of 5 average rating, 58 reviews
Hidden Gem
5.0 out of 5 average rating, 73 reviews
Country Retreat
4.99 out of 5 average rating, 94 reviews
2 BR Suite, Private Entrance, Woodlands, Quiet
4.95 out of 5 average rating, 278 reviewsDestinations to explore
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Duxbury Beach
- North Hampton Beach
- Harvard Square
- MIT Museum
- Tufts University
- Crane Beach
- Monadnock State Park
- Quincy Market
- Snhu Arena





