
Waterfront vacation rentals in Middlesex County
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Middlesex County
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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.

Lakefront, view of ski mtn, fireplace, sauna
Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview

Lakeside apartment, patio, hot tub, outside shower
Private apartment, has lock box access, includes bedroom, living room, kitchen & bathroom. Private from public, patio and hot tub overlooks lake and conservation land. No stairs. Sofa converts to a comfortable queen or twin beds Kitchen is stocked with dishes, pots and pans for 4, coffee and water Hot tub always 104 degrees Kayak, sail boats & swimming available. Portable fire pit. $25 pet fee, 1 pet only under 50 #'s. Tesla EV charging Covid 19 CDC cleaning and disinfecting procedures.

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.

2bed/2bath Apt at Waltham Landing. Corner Unit
This apartment complex was built in 2016. It is 1 block from The Charles River and Waltham's famous Moody Street, aka "Restaurant Row." Across the street from Waltham Station: Fitchburg Line - Commuter Rail. Bentley and Brandeis are 1 mile away. Monthly rentals accepted (inquire for best rate), discounts for groups and long-term rentals. Perfect for business travelers, families, anyone in between housing or visiting town! Free parking in the parking lot. Yes there is an Elevator.

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. Heating/AC provided by mini splits & 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.

The Little House - a historic New England cottage.
This old fashioned New England cottage in a pocket of wooded suburbs just 9 miles from Logan Airport. 4 miles from Lexington Green where the revolutionary war began. Inside the 128 beltway, its an oasis of calm in the heart of Metro Boston. Keyless entry for easy check in. A highly sought location for ice skating in winter. In summer, enjoy a chorus of frogs every night & ample wildlife sightings. Your hosts live next door, in a quiet, family neighborhood. Kids are welcome, parties are not.

City Sanctuary Private Terrace and Ocean Views
WORLD CUP -TALL SHIPS -4th of July - sunny private studio in one of Boston’s most scenic neighborhoods. Private terrace, across from historic Dorchester Heights Park. LOCATION—walking distance to Castle Island, entry to Boston Harbor where ships will be at full mast. 2 blocks from beach - easy access to Seaport, downtown, airport, and public transit to Stadium for World Cup. The neighborhood is a true gem with great shops, cafés, and dining. This peaceful studio offers a perfect home base.

Clean & Cozy 2BR | Great Central Location
Unwind in our 2nd floor apartment across from Lake Quinsigamond with all the essentials for a comfortable stay. Work remotely while facing the lakeview. Super close to UMass Memorial, UMass campus, and just minutes away from Starbucks, Whole Foods, TraderJoe's and many more. Surrounded by many restaurants with great variety of taste. Easy access to the highway. Escape the ordinary and make this homy lakeview apartment your home away from home. Book now for a delightful experience!

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!

2BR Spacious Yacht - Heat & AC- On Freedom Trail
The coolest way to stay in Boston: not a water view — you're ON the water. Carpe Diem II is a yacht in Charlestown Navy Yard with 2 queen staterooms, each with a private bathroom and shower, for up to 4 adults. Fall asleep to the harbor rocking you, have dinner and cocktails on the aft deck as boats cruise past, and stay comfortable with central A/C and heat. The Freedom Trail, North End, and Downtown are steps away. Hotels have views. You'll have the harbor.
Popular amenities for Middlesex County waterfront rentals
Waterfront apartment rentals

The Herons Nest

The Outlaw's In-Law

Modern Coastal City Stay | Waterfront & Airport

Cute family getaway near Boston

Barred Owl Retreat: Sunny 4 Bdr Apartment

Large 2 BR | 1BA in the North End

Luxe Duplex nr Beach Seaport/Convention Cntr BCEC

Amazing Location in Little Italy with Roof Deck
Waterfront house rentals

Living on the lake

Lake House near Boston 1

Cozy Stay at the Beautiful Water Front

Charming lakeside cottage.

The Nutty Bird Lakehouse

Cozy Lake View Cottage · Near Hosptials & DCU

Waterfront Retreat | Dock, Kayak & Lake Views

Hidden Gem near Boston w/ Private lake access
Waterfront condo rentals

Boston Harbor View! Free Parking! Modern 3 bedroom

Eastie near the airport Great location

Dreamy Waterfront Condo | 5★ Location, ♛ King Beds

★ PRIVATE Condo in Prime Location ★

Artsy Duplex - Harbor Views

Beautiful Oceanfront, 2Bed/Bath South Boston condo

Private room next to the Main Street and lake
Destinations to explore
- Bed and breakfasts Middlesex County
- Pet-friendly rentals Middlesex County
- Rentals with a hot tub Middlesex County
- Beachfront rentals Middlesex County
- Condo rentals Middlesex County
- House rentals Middlesex County
- Rentals with beach access Middlesex County
- Family-friendly rentals Middlesex County
- Loft rentals Middlesex County
- Townhouse rentals Middlesex County
- Hotel rooms Middlesex County
- Rentals with pools Middlesex County
- Rentals with breakfast Middlesex County
- Rentals with lake access Middlesex County
- Private suite rentals Middlesex County
- Rentals with an accessible height bed Middlesex County
- Apartment rentals Middlesex County
- Rentals with a kayak Middlesex County
- Guesthouse rentals Middlesex County
- Boutique hotels Middlesex County
- Serviced apartment rentals Middlesex County
- Cottage rentals Middlesex County
- Waterfront rentals Massachusetts
- Waterfront rentals United States
- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Seaport
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Canobie Lake Park
- Boston College
- Northeastern University
- Duxbury Beach
- MIT Museum
- North Hampton Beach
- Crane Beach
- Monadnock State Park
- Tufts University
- Quincy Market
- Harvard Square
- Jenness Beach
- Things to do Middlesex County
- Food tours Middlesex County
- Cultural tours Middlesex County
- Landmarks Middlesex County
- Things to do Massachusetts
- Cultural tours Massachusetts
- Art workshops Massachusetts
- Outdoors Massachusetts
- Landmarks Massachusetts
- Water sports Massachusetts
- Food tours Massachusetts
- Tastings Massachusetts
- Wildlife Massachusetts
- Things to do United States
- Dining United States
- Shopping and fashion United States
- Museums United States
- Cultural tours United States
- Architecture United States
- Workouts United States
- Art workshops United States
- Flying United States
- Wellness United States
- Food tours United States
- Wildlife United States
- Landmarks United States
- Water sports United States
- Performances United States
- Tastings United States
- Galleries United States
- Cooking United States
- Beauty United States
- Outdoors United States





