Waterfront holiday rentals in Boston

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Boston

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite

Guest suite in Gloucester

4.98 out of 5 average rating, 412 reviews

SplashLanding Private Beach Getaway in Gloucester

Jan-March 2025 monthly rentals. Must Book Summer 2025 via Airbnb website not the APP! *Can't find an opening in SplashLanding? Our 2nd unit SquishInn has openings June-Oct 2024 airbnb.com/h/squishinn-gloucester-ma Long walks on a private beach. Get sun-kissed; toes in the sand. Romantic dinners on the deck. Cozy in Winter (Energy Star home and Radiant heat throughout). TRAVELING WITH ANOTHER COUPLE? Book Private Beach Getaway SquishInn. Our 2nd unit for adult couples 2 friends can join you!

Guest favourite

Rental unit in Arlington

4.98 out of 5 average rating, 184 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.

Guest favourite

Apartment in Winthrop

4.99 out of 5 average rating, 157 reviews

Truly Oceanfront! Boston Gathering Place; ChezGrey

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/kid sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

Guest favourite

Rental unit in Charlestown

4.88 out of 5 average rating, 288 reviews

Boston Harbor 2 bedroom/2 bath with free parking

You will get the entire 2 bedroom/2 bathroom apartment to yourself! If you’re looking for a simple, clean, safe space in a great location, with 1 free parking spot (in attached garage) that is family friendly (crib & highchair available) then look no further! My place is a 6 minute walk from the USS Constitution & the Charlestown Ferry is 5 minute walk away, which takes you to downtown Boston in 10 minutes! The Ferry runs year round in rain, snow and shine. Message me with any questions.

Guest favourite

Guest suite in Nahant

4.95 out of 5 average rating, 176 reviews

Rock Steady - Panoramic Ocean Front Home

Just north of Boston, our home is a mid century ranch we renovated in 2019. The Airbnb is a spacious ground floor living space surrounded by a private cove that is truly breathtaking. 1000 square feet of sunlit comfort. Enjoy the sound of the waves, stunning sunrises and a landscaped back patio that abuts our cliff. In the summer take advantage of the town beach down the street. During the winter relax in front the fireplace. Top it all off with hi-speed Wi-fi – it's a perfect getaway.

Guest favourite

Rental unit in Winthrop

4.95 out of 5 average rating, 216 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Our saltwater pool is nicely terraced and overlooks stunning ocean views. We are 4 short miles from the city and public transportation is easily accessible; a convenient option into Boston. Winthrop is a welcome relief from the hustle and bustle of the city where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

Guest favourite

Guest suite in Winthrop

4.95 out of 5 average rating, 865 reviews

Get to The Point, Winthrop

The Boston Skyline sunsets are beautiful during the summer, just a minute down the street from your Airbnb. This cozy one bedroom, private entrance, and bathroom includes FREE off-street parking, high-speed internet access, comfy and cozy queen bed with premium linens, nespresso, fridge, with complimentary munchies and NO cleaning fee. Check out the beaches and restaurants. Relax watching your favorite show on the HD smart television or catch up on work with the spacious desk area.

Superhost

Townhouse in Chelsea

4.83 out of 5 average rating, 113 reviews

Boston Harbor Waterfront House

This is one of a kind, elite historic waterfront property in a highly desired location (Admiral's Hill), minutes from Boston downtown, Logan international airport, Encore casino, Charlestown (USS constitution museum), and South/East Boston waterfront with amazing views of the Boston Harbor, Tobin Bridge, and Boston skyline. You will also enjoy the private marina/Yacht club and ships traveling just a few feet away. The townhouse is next to the waterfront park and tennis courts (free).

Guest favourite

Loft in Gloucester

4.9 out of 5 average rating, 187 reviews

Rocky Neck Studio/Loft, Gloucester, Mass.

Welcome 2024! We look forward to you visiting RockyNeck in Gloucester. You will be sure to enjoy various special activities and events this summer and fall. We are located in the "quiet end", on a private residential dead end street in a historic artist colony . Nearby public transportation, Audubon sites, cultural events, the Gloucester Stage Co and beaches . Parking is on street with a parking lot nearby, if needed. PLEASE NOTE: the yard is private Bring your passcodes for TV

Guest favourite

Rental unit in Nahant

4.93 out of 5 average rating, 107 reviews

Modern Studio with Large Deck, Ocean Views, Beach

All the amenities needed in a clean, spacious and modern apartment tucked away in a peaceful coastal town close to Boston. Studio with stunning ocean views, large private deck, hot tub, separate entrance, flat screen TV, & internet. Large granite kitchen, comfy couches, espresso / cappuccino maker, bbq, and Sealy queen bed and overlooking the ocean. 1 off-street parking space. 5-10 min walk to beaches. Space described is private. 2 steep sets of stairs to access private entry.

Guest favourite

Guest suite in Concord

4.97 out of 5 average rating, 107 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)

Guest favourite

Guest suite in Marblehead

4.91 out of 5 average rating, 256 reviews

Ocean Park Retreat

Bright and cheery 1 bedroom ground floor apartment with two+ car parking on quiet street in Marblehead's Ocean Park neighborhood, just steps from the ocean. Full size bed and pull-out full-size sofa in living room, private bathroom with in-floor heating, kitchenette with microwave, dishwasher, sink, double induction cook-top, refrigerator, and toaster oven. Laundry access. Walk to the waterfront, watch the sailboats drift by. Fifteen- minute walk to Historic town center.