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

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.

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.

Cute family getaway near Boston
Have fun with the whole family at this stylish newly built apartment. In the apartment - a bedroom, a TV-room that can be converted to a bedroom (with a convertible Sofa Bed), dining/working space, kitchen. Full bath. The apartment is about a 2 miles from the Hopkinton marathon start line, and has access to a supermarket and restaurants within walking distance. Boston Airport and Boston downtown are about 35 minutes drive (without traffic). If you need, laundry is available on premises.

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)

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.

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!

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

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.

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!
Popular amenities for waterfront rentals in Middlesex County
Waterfront apartment rentals

Westminster Lodge at Ryan's Ranch

Panoramic City-Skyline MIT/Harvard CIC Kendall Sqr

Sunny 2-Bdrm Apartment at the Barred Owl Retreat

Artsy Duplex - Harbor Views

The Outlaw's In-Law

Upscale 2 level by Seaport/Convention Centre BCEC

Swan Manor Overlooking the Charles River

Cozy lakeside retreat
Waterfront house rentals

Lakefront Retreat • Near Colleges • Sleeps 12

Stunning Sterling Sanctuary: Unwind on the Water!

Lakefront House with breathtaking sunsets!

Entire House: Home Away Home

Large & beautiful home, shared pool and yard

Waterfront Retreat | Dock, Kayak & Lake Views

Lake House near Boston 1

Luxurious Spacious Haven Retreat - Close2Boston
Waterfront apartment rentals

Eastie near the airport Great location

Dreamy Waterfront Condo | 5★ Location, ♛ King Beds

Stunning Waterfront Condo with Boston Skyline View

High-floor Luxury Building with River Views by MGH

Private room next to the Main Street and lake
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- Waterfront rentals Massachusetts
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- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- Lynn Beach
- MIT Museum
- New England Aquarium
- Monadnock State Park
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts
- Jenness State Beach
- Quincy Market
- Rye North Beach
- Prudential Center
- North Hampton Beach
- Roger Williams Park Zoo
- Franklin Park Zoo
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