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.

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Superhost

The clear waters of Lake Cochituate are captured, reflecting the blue sky and surrounded by a mix of trees. The shoreline features a mix of gravel and soil, creating a natural, serene setting. Gentle ripples on the surface suggest a calm atmosphere.

Vacation home in Natick

4.87 out of 5 average rating, 109 reviews

Private Lakefront with game room/Newly renovated

Ideal private location on crystal clear Lake Cochituate! Peaceful quiet spot w amazing view only 20 min to Boston & 1 or 2 min drive to anything u could need Fun game room &free use of tandem kayak & paddleboard and fishing Sliding barn door separates main king bedroom, bath, & open kitchen & livingroom from the back 2 queen beds, game room & bath Im always available to answer questions + provide tips, but I also respect your privacy & want u to feel comfy & independent 》25 6 person 3 car limit

Top guest favorite

A serene lakeside view captures a vibrant sunset with the sun partially descending behind distant hills. A lone fisherman in a boat is visible on the water, while a wooden deck features seating arrangements surrounded by lush plants.

Guest suite in Tyngsborough

4.98 out of 5 average rating, 245 reviews

Lakefront Suite Two-Room, Comfy, Tranquil

Located on a lovely small lake with a panoramic view from the bedroom, private spa-like bathroom, cotton linens, a comfy bed, A/C and a living room-so not an 'entire' home but more than just a room! Quietly watch lake nature or boats going by, or choose to swim, kayak, or fish. Enjoy industrial history at Lowell's National Park mills, take a forest walk nearby, or drive 10 min. to Nashua for its many restaurants and tax-free shopping. 1 hr from Boston and near many New England highlights.

Top guest favorite

A quaint cabin is positioned among trees, softly lit at night. An illuminated entrance is framed by colorful pots and surrounded by a cozy seating area with an Adirondack chair. Flickering firelight adds warmth to the inviting outdoor space.

Cabin in Littleton

4.99 out of 5 average rating, 172 reviews

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.

Top guest favorite

The guest cottage is situated near the water’s edge, framed by lush greenery and flowers. A pathway leads to the front door, which is flanked by windows. The serene waterfront and trees are visible in the background, creating a peaceful natural setting.

Cottage in Arlington

5 out of 5 average rating, 42 reviews

Charming Waterfront Cottage Near Cambridge/Boston

Delightful 1-bedroom guest cottage in Arlington with picturesque waterfront views and cozy interiors. Tucked away on Spy Pond, the cottage offers a peaceful retreat and a short drive to Cambridge (10 min to Harvard Square), Boston (20-25 minutes to Logan Airport), and Harvard, MIT, Tufts, BU. Comfortable furnishings and an abundance of windows overlooking the water create a bright and calming backdrop for your stay. Enjoy getting away from it all, while being close to everything you might need!

Guest favorite

A spacious kitchen features a large island with four metal bar stools arranged around it. The cabinets have a light wood finish, while the backsplash displays a mosaic tile design. Modern appliances, including a refrigerator and coffee maker, complement the stylish layout.

Condo in Boston

4.93 out of 5 average rating, 125 reviews

Boston Harbor View!Free Parking!North End 3 bed

Modern 3 bedroom North End Waterfront condo with direct views of Boston Harbor.PARKING INCLUDED...rare find in Boston!Watch the ships pass by out our large 3 living room windows as you enjoy your morning coffee.Contemporary meets old world in this bright, spacious apartment with open concept kitchen and living room with high ceilings & exposed brick throughout.The condo is in a very typical, old school 2 story stair walk up Brick building and the unit has been renovated. 1 block from Hanover.

Guest favorite

A spacious yacht is docked along a wooden pier. The boat features a white exterior with a flybridge and is surrounded by calm waters. In the background, other boats and waterfront buildings can be seen under a clear blue sky with a few fluffy clouds.

Boat in Boston

4.95 out of 5 average rating, 130 reviews

2BR Spacious Yacht - Heat & AC - On Freedom Trail

Escape the hustle and bustle of the city and unwind aboard Carpe Diem II, a yacht with 2 comfy queen staterooms for up to 4 adults. Each stateroom has a private bathroom and shower. Unwind on the aft deck with meals and cocktails as the boats sail by on the harbor, or warm up or cool off inside with central A/C and heat. Located in Charlestown Navy Yard, steps to Freedom Trail, North End, and Downtown. Book now and enjoy the unique charm of living on the water in this historic neighborhood.

Guest favorite

The kitchen features modern cabinetry with a spacious countertop. Stainless steel appliances, including a refrigerator and microwave, are visible. Four wooden bar stools are positioned around the island, and pendant lighting illuminates the area. The entrance door is seen in the background.

Apartment in Waltham

4.91 out of 5 average rating, 181 reviews

2bed/2bath Apt at Waltham Landing. Middle 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.

Guest favorite

A charming lake house features a welcoming front porch with seating, surrounded by lush greenery. The exterior showcases a combination of gray and yellow siding, with a glimpse of the calm water nearby, creating a serene lakeside atmosphere.

Home in Westminster

4.83 out of 5 average rating, 155 reviews

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!

Guest favorite

A tranquil pond is surrounded by vibrant autumn foliage, reflecting shades of orange, red, and green in the calm water. The clear blue sky contributes to the serene atmosphere of the scenic view.

Guest suite in Concord

4.92 out of 5 average rating, 26 reviews

Waterfront retreat in Concord

This is a private suite that our guests simply adore. Total privacy, secure, serene location. You'll have your own parking space, peaceful views, access to the pond down a short path behind the house, fast wifi, and the peace & quiet that Concord is known for. There are great restaurants around us, walking trails and bike path nearby, and loads of nature to escape into. Note: there's a mini fridge, microwave and coffee maker. If you're looking for a place to cook this isn't it (sorrry!)

Superhost

A living room is depicted, featuring a gray sofa adorned with decorative pillows. A glass coffee table sits in the center, with a simple floral arrangement displayed. A wall-mounted television is present, accompanied by a door and a window that allows natural light to enter.

Townhouse in Watertown

4.69 out of 5 average rating, 121 reviews

Nice Townhouse near Boston college, Harvard, MIT

This 3 levels large town house welcomes you with a comfortable and clean set up. Extremely convenient location. It’s great for you getting away for the weekend or looking for an extended stay with a discounted rate. Arsenal mall full of entertainment and daily shopping is within walking distance. There are lots of restaurants within walking distance, from all the ethnicities. Only ONE car parking is available. Laundry only available for 5+ day stay. Dryer is coin operated.

Guest favorite

A spacious yellow home is surrounded by freshly fallen snow, showcasing a covered porch and a garage. Snow-laden trees stand nearby, and a light fixture adds a touch of charm. The scene conveys a peaceful winter atmosphere.

Home in Westminster

4.94 out of 5 average rating, 128 reviews

Wachusett Mountain Get-Away

This family home is spacious and accommodating for those looking to relax while away from the ski slopes or simply wanting to get away from the city. Situated nearby a plethora of hiking and mountain biking trails, lakes for fishing and paddling, the home is perfect for those craving the great outdoors. The home is 6 min from Wachusett Mountain Ski Resort, 3 min from the Wachusett Brewery, and 1 min from the 1761 Old Mill Restaurant.

Guest favorite

The exterior of a charming log cabin retreat is displayed, featuring a welcoming porch with seating, surrounded by lush greenery. Warm light glows from the windows, highlighting the rustic stone chimney and sloped roof. A spacious driveway leads to the cabin, adding to its inviting presence.

Home in Westminster

4.97 out of 5 average rating, 69 reviews

Our Pondside Cabin

Charming log cabin retreat equipped with modern amenities and conveniences! Just 3 minutes from Wachusett skiing/hiking and a few minutes more to Great Wolf Lodge. Whether you're planning a peaceful retreat or an active adventure, our cabin offers the best of both worlds. Book your stay today and experience the perfect blend of rustic charm and modern comforts. We can't wait to welcome you to our happy place!