Waterfront vacation rentals in Middlesex County

4.87 out of 5 average rating, 109 reviews

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

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

Guest suite in Tyngsborough

A lakeside deck is visible, furnished with chairs and a small table, surrounded by vibrant flowers and greenery. The calm water reflects the sky, offering a serene view. A sculpted stone feature is partially visible in the foreground, enhancing the natural setting.

4.98 out of 5 average rating, 244 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.

4.99 out of 5 average rating, 169 reviews

An aerial view of a cabin nestled in a wooded area, surrounded by trees and stones. A patio with teal chairs is visible, along with solar panels positioned on the ground. A stone archway is seen leading to the cabin entrance, enhancing the natural surroundings.

Cabin in Littleton

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.

4.93 out of 5 average rating, 123 reviews

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

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.

4.85 out of 5 average rating, 107 reviews

The spacious living area features a comfortable sofa paired with a coffee table. A dining space with wooden chairs and a well-equipped kitchen is visible in the background, complemented by modern appliances and natural light from large windows.

Apartment in Waltham

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.

4.94 out of 5 average rating, 127 reviews

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

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.

4.82 out of 5 average rating, 150 reviews

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

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!

4.98 out of 5 average rating, 126 reviews

A wooden dock extends over calm waters, surrounded by lush greenery. Two red umbrellas provide shade over metal chairs. A blue inflatable float and a seating area enhance the inviting lakeside atmosphere. Steps lead down into the water from the dock for easy access.

Guest suite in Concord

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)

4.86 out of 5 average rating, 14 reviews

A charming houseboat features a light green exterior with white trim, surrounded by tall wooden pilings. Red outdoor chairs are positioned on the deck, inviting relaxation. The backdrop includes modern buildings along the harbor, enhancing the lively maritime atmosphere.

Boat in Boston

Travelers Choice Award GreenTurtle Houseboat Ste 2

How fun to stay on a houseboat after a full day of sightseeing or just relax and spend time aboard. Fully heated and air conditioned. Walk along the Boston Harborwalk in the historic Boston Navy Yard. Queen sized bed with kitchenette and seating area. Walk in shower and bathroom. Comfortable chairs for outside seating on dock. What better way to see Boston than on a houseboat in the harbor with plenty of fresh air! Park on pier $28 per day or garage at the end of street.

4.76 out of 5 average rating, 17 reviews

An aerial view of Lake Quinsigamond shows vibrant autumn foliage surrounding the water. The image highlights the waterfront area with a gazebo and two docks extending into the lake. Nearby houses are visible along the shore, showcasing a blend of natural beauty and residential living.

Home in Shrewsbury

Lake House

Enjoy the amazing lifestyle on Lake Quinsigamond, while being close to the city center of Worcester. Even if you come to work in the area, it feels like being on vacation. Lots of fun things all year around and only 40min to Boston. This 4BR house on 0.3 acres has a large front and back yard. It has a car port for 2 cars, and two docks. Great for short-term rentals. Very close to UMass hospital, grocery stores, gym, restaurants, route 20 and I-90.

4.94 out of 5 average rating, 127 reviews

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

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.