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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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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, 201 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.

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

4.93 out of 5 average rating, 57 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!

Top guest favorite

A cozy living area features a dark sectional sofa and a light wood coffee table positioned on a textured area rug. A television is mounted on the wall across from the seating, complemented by a small lamp on a side table. Natural light filters through multiple small windows.

Apartment in Wayland

4.96 out of 5 average rating, 26 reviews

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.

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

4.98 out of 5 average rating, 203 reviews

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.

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.

4.95 out of 5 average rating, 139 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.

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, 189 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.

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, 169 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!

Top guest favorite

A tranquil kettle pond is depicted, reflecting the surrounding wooded landscape and soft hues of the sky. The calm water creates a mirrored surface, enhancing the serene atmosphere of the natural setting.

Guest suite in Concord

4.98 out of 5 average rating, 131 reviews

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)

A serene landscape is portrayed, featuring tall trees framing a clear view of Bare Hill Pond. Bright foliage and fallen leaves cover the grassy area, while the still water reflects the surrounding natural beauty. Soft light filters through the trees, enhancing the peaceful atmosphere.

Guest suite in Harvard

5 out of 5 average rating, 8 reviews

Picturesque Waterfront Getaway

Relax and enjoy four seasons of beauty on Bare Hill Pond in Harvard, MA! Nearby are conservation trails, Prospect Hill, and a cozy general store. Located on the lower level of our family home is a private unit with kitchen, dining area, living room, bedroom with queen bed, and full bathroom. There's radiant heat, polished concrete floors and a gas fireplace. The patio is perfect for morning coffee, chilling, grilling and cocktails at sunset. Linens provided.

The living area features a light gray sectional sofa adorned with decorative cushions, positioned next to a soft ottoman. A blue area rug covers the hardwood floor, while large windows are draped with sheer curtains, allowing light to fill the space. A desk is visible in the background.

Apartment in Shrewsbury

4.92 out of 5 average rating, 102 reviews

Clean & Cozy 2BR Across from Quinsigamond Lake

Unwind in our comfy 2-bedroom apartment 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!

A charming brick building is framed by lush green foliage. Large windows are adorned with flower boxes, displaying red flowers. A blue front door adds a pop of color while welcoming visitors to the entrance, which is highlighted by warm lighting.

Apartment in Boston

4.88 out of 5 average rating, 105 reviews

City sanctuary - garden terrace - ocean view

Large sunny, private studio with stunning views and terrace overlooking the ocean, garden and JKF library, across the street from famous historic park Dorchester Heights. 2 blocks from beach. Close to convention center, airport, downtown, bus and trains. Easy walk to great local shops and haunts! Unit now equipped with Forbes #1 vetted best mattress - the Nectar Premier Hybrid Copper Queen mattress and there is a full size pull out futon

A welcoming family home is set in a lush green landscape, featuring beige siding and a dark shingled roof. The property includes a driveway leading towards a two-car garage, surrounded by thoughtfully maintained gardens.

Home in Westminster

4.94 out of 5 average rating, 130 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.

Vacation rentals for every style

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Cottages

Quaint homes, peaceful surroundings

Apartments

Convenient locations with everyday essentials

Popular amenities for Middlesex County waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

An outdoor rooftop area features a large dining table with seating for eight, accompanied by a built-in barbecue space. The surrounding railing provides unobstructed views of the water, while the flooring combines tile and wood for a modern and functional aesthetic.

Apartment in Boston

4.91 out of 5 average rating, 33 reviews

(DR54) Roof Deck 6Bedrooms,W/D, Parking, Baby Crib

A panoramic view of Boston's skyline is captured, featuring a mix of modern high-rise buildings and bridges over the water. Lush greenery lines the riverbank, contrasting with the urban landscape.

Apartment in Cambridge

4.7 out of 5 average rating, 37 reviews

Modern 2Br2Ba apartment

A modern white armchair with a decorative pillow is positioned near a large window, allowing natural light to fill the space. A tall, simple lamp stands nearby, adding a touch of warmth to the cozy corner.

Apartment in Cambridge

4.87 out of 5 average rating, 23 reviews

Kendall Square 2BR Condo near CiC MIT & GYM Slp 7

Top guest favorite

A welcoming living area features a vibrant red sofa and a matching chair arranged around a small white side table. Natural light fills the room through two windows, illuminating a decorative rug on polished wooden floors. A bookshelf is positioned nearby, housing various games and books.

Apartment in Leicester

4.98 out of 5 average rating, 86 reviews

Sunny 2-Bdrm Apartment at the Barred Owl Retreat

A bright living area features large windows providing ample natural light. A white couch is adorned with a colorful throw, and a wooden coffee table displays assorted decor. Potted plants are positioned near the windows, enhancing the welcoming feel of the space.

Apartment in Chelsea

5 out of 5 average rating, 3 reviews

Artsy Duplex - Harbor Views

Apartment in Boston

New place to stay

2 level 3BD 1BA - Seaport/Convention Centre BCEC

Two swans glide gracefully across a calm river, reflecting vibrant autumn foliage along the water's edge. The scene is enhanced by colorful trees, creating a serene natural setting that embodies seasonal beauty.

Apartment in Natick

4.81 out of 5 average rating, 48 reviews

Swan Manor Overlooking the Charles River

A queen-sized bed with white linens is framed by a decorative wrought iron headboard, complemented by vibrant orange throw pillows. A bedside table with a floral arrangement and lamp adds functionality, and the exposed brick wall provides a warm contrast to the light-colored walls.

Apartment in Boston

4.9 out of 5 average rating, 41 reviews

Large 2 BR | 1BA in the North End

Waterfront house rentals

The exterior of the lakefront home is surrounded by vibrant autumn foliage. A spacious deck extends from the house, featuring patio furniture and an umbrella for shade. A grassy lawn with scattered leaves offers a natural area for relaxation and outdoor activities.

Home in Ashburnham

5 out of 5 average rating, 14 reviews

The Nutty Bird Lakehouse

A serene waterfront view reveals a calm lake reflecting clear blue skies. A grassy area leads to a sandy beach, with an American flag gently waving nearby. The scene is framed by trees and manicured foliage, providing a peaceful outdoor retreat.

Home in Worcester

4.74 out of 5 average rating, 154 reviews

Private waterfront home!

Home in Village of Pelham

5 out of 5 average rating, 4 reviews

Eagle Point Lake House

Top guest favorite

A serene lake view is captured at sunset, showcasing soft hues of orange and pink illuminating the sky. The frozen surface of the water reflects the colors, while distant houses are faintly visible along the shoreline, framed by tree branches in the foreground.

Home in Westford

4.76 out of 5 average rating, 94 reviews

Lakefront House with breathtaking sunsets!

A single-story house exterior features light-colored siding and a welcoming front porch with two chairs. Well-maintained landscaping showcases green grass leading up to the entrance. A driveway adjacent to the house provides convenient access.

Home in Billerica

4.63 out of 5 average rating, 59 reviews

Lake Access 4 Bed 3 Full Bath

Home in Shrewsbury

4.92 out of 5 average rating, 25 reviews

Lake "Island" near Boston

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

4.95 out of 5 average rating, 85 reviews

Our Pondside Cabin

A charming Cape house is depicted, featuring a red brick exterior and a steeper asphalt roof. The inviting front path composed of stone leads to a green door. Lush green grass surrounds the home, and small shrubs frame the entrance, creating a welcoming atmosphere.

5 out of 5 average rating, 27 reviews

Entire House: Home Away Home

Waterfront condo rentals

A private upper deck features comfortable seating arranged around a modern fire table, with a view of the marina and clear blue sky. Potted plants add greenery to the space, enhancing its appeal for relaxation and outdoor enjoyment.

Condo in Boston

4.86 out of 5 average rating, 44 reviews

Stunning Waterfront Condo with Boston Skyline View

The entrance features two tall nutcracker figures, dressed in vibrant red and blue, flanking the door. Green garlands and a wreath decorated with red accents adorn the black exterior, which is complemented by potted plants and bright red flowers.

Condo in Boston

4.89 out of 5 average rating, 44 reviews

Eastie near the airport Great location

The exterior of the building is shown, featuring horizontal siding in neutral tones and brick accents. Lush green shrubs and a small coniferous tree are present in the landscaping. Two windows with dark shutters allow natural light into the interior. Utility connections are visible on the wall.

Private room in Shrewsbury

4.89 out of 5 average rating, 89 reviews

Private room next to the Main Street and lake

A serene view of Warner’s Pond is showcased, featuring still waters reflecting the blue sky and scattered clouds. Various birds can be seen swimming gently across the surface, surrounded by lush greenery and trees lining the pond's banks.

Condo in Concord

4.74 out of 5 average rating, 73 reviews

Dreamy Waterfront Condo | 5★ Location, ♛ King Beds

Destinations to explore