Holiday rentals with a kayak in Middlesex County

Lake House near Boston 2

Enjoy the amazing lifestyle on a lakefront house at Lake Quinsigamond, while being close to the city center of Worcester. Even if you come to work in the area, it feels like being on vacation. Lots of fun things to do all year around and only 40min to Boston. This 3 bedroom house on 0.2 acres lot has a large front and back yard. It has off-street parking space for 4 cars. Great for short-term rentals. Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90. Pet friendly

Private waterfront home!

“La Casita” is a private waterfront home near Umass medical! Modern 1-2 bedroom home with a Master Bedroom on the second floor and a multi use room that can be used as a 2nd bedroom with a full size futon. There is a 3 season porch with a dining nook which leads out to a big outdoor deck. There are multiple ceiling fans and water toys for renters use. No pets or smokers. This is a quiet, family oriented neighborhood with another home on the lot with small children so calm renters only please.

Cozy lakeside retreat

Take it easy at this unique and tranquil getaway a perfect spot to recharge and enjoy all Dudley Pond has to offer.Relax on the deck overlooking the water OR explore on a canoe, kayak, or paddleboard OR walk to TheChat (an old speakeasy) for yummy drinks and food. Centrally located in the Metrowest suburbs close to the Mass turnpike and public transportation to downtown Boston. Close to Babson, Wellesley College, Boston University, Brandeis, Framingham State for graduation or parent weekends.

Garden Apartment for Vacation & Business Travelers

The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Quiet Entire house, Boston close, MBTA, com rail

QuietSingle family house in premier North of Boston neighborhood. Wonderful for people not great with stairs. Master bedroom, bathroom, Washer/Drier/Dishwasher, kitchen, living room all on same 1st floor. 2 Big TV, BBQ, fire pit, WiFi, backyard patio, radiant floor heating, basketball hoop, scenic walking trails around nearby tri-ponds (w/ fishing), central location to Rte.1, 93 and 95. Walk to the commuter rail, MBTA orange line or 137 Bus route. Have it all, enjoy the city in suburban quiet.

Lakefront, view of ski mtn, firepit, kayaks, dock

A charming lake house with a magnificent view of a ski mountain — Wachusett Ski Resort (voted #1 in MA). Newly-renovated, 650 square foot cabin with a wall unit AC, fire pit, grill, smart TVs, kayaks, paddle board, and all the amenities you’ll need. (FYI: We also own another lakefront Airbnb right down the street that accommodates 10 guests. Ask for link.) *A brand new retaining wall and dock will be installed May 2024. This will extend and even out the lawn for nights around the firepit!

Hidden Gem near Boston w/ Private lake access

Waterfront 3BR home 1 mile from commuter rail to Boston. 1 mile from Blue hills ski. 2.2 miles from New England's 1st and only TopGolf. This 3BR, 2.5 BA features an open floor plan w/ view of your private lake from the kitchen and dining rooms. Head downstairs to play pool, ping pong or darts. Or relax by the fire and watch tv (all streaming channels). Warmer months turns into a resort: Fishing, boating, swimming, grill, fire pit, furnished cabanas, hiking the blue hills and much much more.

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)

Stunning Sterling Sanctuary: Unwind on the Water!

Feel your worries drift away along the freshwater when you stay at this spacious 3-bedroom, 1.5-bath Sterling vacation rental! Nestled on the serene shores of East Waushacum Pond, this home ensures a fun-filled stay for all. Spend your days exploring the water-by kayak or paddle board-and put your toes in the sand at Sterling Town Beach! When the sun sets, cook a delicious dinner on the gas grill and roast s'mores over the fire for dessert. Adventure is calling -book now!

Secluded Rustic Lakeside Cabin - Perfect Escape

Take it easy at this peaceful and secluded lakefront getaway. Escape to our log cabin nestled in the woods on the shores of a pristine lake in Groton, Massachusetts, less than an hour from Boston. The cabin blends rustic charm with modern comfort and offers a quiet setting to relax and unwind. Enjoy lake views, fresh air, and the sounds of nature. This home is best suited for quiet family vacations and responsible adult travelers seeking a peaceful lake retreat.

Peaceful home in the woods

Relax with the whole family at this peaceful home in Groton. Private setting off the main road with 10 acres abutting Groton conservation land. A quarter mile walk in the woods right off the property takes you to the beautiful Wattles Pond. Enjoy the open layout with plenty of natural sunlight, cozy living areas, designated office to work from home, and screened in porch overlooking the forest. Your perfect escape that will surely provide lots of relaxation.

Cambridge Stay w/ Pool • Walk to Train • 2BR/2BA

Welcome to your modern Cambridge stay—perfectly positioned for easy access to Boston, transit, and the river 🏙️✨ Located in East Cambridge on Leighton Street, you’re just a short walk to Lechmere Station, making it simple to get downtown in minutes. Spend your day exploring nearby spots like the Museum of Science or walking along the Charles River—all close by. After a full day out, come back to a clean, modern space designed for comfort and convenience.