Holiday rentals with a kayak in Boston

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.

Stella Maris, 6 bedroom coastal home, water views

Stella Maris is an inter-coastal sanctuary, located on a private, tree lined street, with ever changing views of Cohasset Harbor & surrounding marsh & waterways. The airy floor plan of this contemporary home is perfect for entertaining family and friends. Gathering on the deck at sunset is a favorite. A short walk to Minot Beach and the lovely Minot neighborhood. Close to charming Scituate & Cohasset Harbors with their great restaurant scenes. 5 minutes to the Commuter rail into Boston.

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.

Amazing Location! New2 Bed downtown w AC sleeps 4

Dockside - Stunning newly renovated First Floor apartment in the heart of Historic Old Town Marblehead. A stone’s throw from Maddies, The Landing, shopping, and right next to the Driftwood Diner for the best breakfast Steps to the harbour where you can easily access local yacht clubs and a public launch service is available for Harbour tours. Prime parking, AC,classic details and a fresh modern space and amenities will provide you with a very relaxing stay in our beautiful Seaside village

Sunset LAKE VIEW studio. Recently upgraded!

Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop ☀️ 🌅

Soak in the Hot Tub! Water Views and Ocean Scent!

Welcome to The Turner Tide, a peaceful coastal escape in Scituate, MA. Perched along the scenic shoreline, this charming home offers sweeping ocean views, salty breezes, and the soothing sound of waves—perfect for couples, small families, or anyone seeking a classic New England beach getaway. Sand Hills beach- less than a minute walk Scituate Lighthouse - 5 min Scituate Harbor - 5 min Museum Beach - 5 min Peggotty Beach- 8 mins drive Explore Scituate magic with us & Learn More Below!

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)

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.

Lake side Villa - Newtonville

The pond is iced and the fireplace roaring! 5 bedrooms 2 with uninterrupted water views, full waterfall bath, Private master. Beamed and sunken living room, beehive fireplace, fire-pit, propane grill. Stainless kitchen w/ entertainer sized island overlooking pet friendly yard. Seating for 24 diners inside plus veranda. Our beautiful grounds will delight your family. Off street driveway for 3 vehicles. First, last security lease agreement long term stays please

Newly renovated, close to Foxboro and Boston

Only 10 miles to Foxboro stadium!Private guest suite surrounded by nature and a large yard featuring a large POOL (closed Sep-May) with beach entry and pool slide. Next to Blue Hills and pond, a nature escape close to Boston! Nature trail right by your door! An additional unit with queen bed is available as well. Queen size bed, bathroom, WIFI, smart TV, kitchenette with microwave, coffee maker, toaster, fridge. Stove in a shared kitchen. Massage chair.

Dotey Cottage

Just a short walk to Devereux Beach and centrally located in town, Dotey Cottage is a newly-renovated getaway for those looking to enjoy Marblehead, Salem and Boston's North Shore. You'll have the entire cottage to yourself, so whether you choose to relax in the fenced in backyard, kayak at Riverhead beach, or walk to the movie theater or restaurants close by, you'll have all you need to enjoy your stay!