Holiday rentals with a kayak in Middlesex County

Secluded Rustic Lakeside Cabin - Perfect Escape

Take it easy at this unique and tranquil getaway. Escape to our log cabin nestled in the heart of the woods and perched on the serene shores of a pristine lake in Groton, Massachusetts, less than 1 hr from Boston. This secluded hideaway offers the perfect blend of rustic charm and modern comfort, providing an idyllic setting for a tranquil getaway. Our cabin ensures complete privacy and a true sense of escape. Enjoy uninterrupted views of the sparkling lake and the soothing sounds of nature.

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.

Beach & pond cottage ! Westford MA and Boston!

Summer Village resort is only 20 miles from Boston. Best of both worlds! Your New England style cottage is steps to the beach, Lodge restaurant & bar, heated pools (family & adult), hot-tub, playground, tennis/ basketball/ fire pits pocket parks, golf putt, fishing, 24-hr fitness center. You'll enjoy lake views of Long Sought for Pond from the sun-filled porch, sandy beach, nestled in a beautiful gated seasonal cottage community. CENTRAL A/C !! Queen beds, Bunk bed. Weber outdoor grilling.

Brand New Boston 6BR 5.5 Bath-IGLOO,Arcade,Parking

Luxurious 6 bed 5.5 bath Modern Villa with Game Room, Pool table, Air hockey, Movie Projector, EV charger, Fire Pit, Heated Garage, ITS OWN HEATED IGLOO and much more! Indulge in modern living in our 4300+ sq.ft newly constructed villa 20 mins from Boston. The state-of-the-art kitchen features high-end appliances, sleek quartz countertops, a large center island, and everything you need to prepare gourmet meals. Experience comfort, luxury, and fun book your stay today! NO RV/U-HAUL ALLOWED

Private waterfront home!

“La Casita” is a private waterfront home near Umass medical! Modern 1-2 bedroom home with a Master Bedroom on the 2nd 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.

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.

The Wellington House

Enjoy the exquisite natural beauty surrounding this beautiful historic getaway. Beautifully restored and maintained 1860 Farmhouse updated and fully appointed for your comfort. Property boasts fabulous views of 3 acre pond with private waterfall. Every window has views looking out over rolling fields and at horses grazing in adjacent pastures. Beautiful gardens, walking trails and a quintessential farm house porch for relaxing or work. The farm abuts hundreds of acres of State Wildlife land.

Lake House near Boston 1

Enjoy the amazing lifestyle on 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 4BR house on 0.3 acres has a large front and back yard. It has a car port for 2 cars, and two docks. Great for short-term rentals. Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90. Pet friendly. Kayaks are available.

Cozy, 2BR lake-side retreat and outdoor oasis

Our cozy, family friendly and completely remodeled lake house enjoys modern conveniences with private lake access and quick access to Boston (only 45 mins!). The vacation getaway is located on Lost Lake in beautiful Groton, MA bordering serene conservation land on 2 sides and facing a small private beach with dock. The location offers a balance of natural beauty with a convenience to amenities allowing you to get away from the fast paced city life but return at your leisure!

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)