Holiday rentals with a kayak in Suffolk County

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Top-rated rentals with kayak in Suffolk County

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

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Top guest favourite
Flat in Medford
4.93 out of 5 average rating, 378 reviews

Garden Apartment for Vacation & Business Travelers

The perfect place to rest, relax or work. Visit universities, Salem or family and friends in the area. This English Basement apartment is located on the Mystic River, 10 minutes from Harvard University in Cambridge and 20 minutes from the City of Boston. Enjoy many local outdoor amenities including the Mystic Lakes, parks, playgrounds, tennis/pickleball/basketball courts and jogging paths, all behind our house. We warmly welcome people from all backgrounds as we value and respect diversity.

Superhost
A spacious bedroom features a modern design, with a large bed dressed in crisp white linens. Nightstands with decorative lamps are positioned on either side. A wooden dresser sits against the wall, and large overhead lights illuminate the room's neutral tones.
Private room in Milton
4.84 out of 5 average rating, 31 reviews

Serene Bright Private Bedroom in Deluxe Unit

From this home base, you will have the best of both worlds. Tranquility in and around the property while in close proximity to the delights of nearby Downtown Boston. Here you will be close to scenic trails, theatre, high quality food, museums, movie theatre, shopping, hospitals, institutions of higher education and more. The property offers a clean, comfortable and peaceful home-like environment. There is a long-term guest staying in unit's second bedroom. Both rooms are private and secure.

Guest favourite
Bungalow in Hingham
4.83 out of 5 average rating, 6 reviews

Cozy Apartment in Hingham

Quaint cottage-style space with two rooms, a porch, a private entrance and easy parking. Located under a mile from downtown Hingham with restaurants, shops, and a friendly pub. Across the street, you’ll find the Greenbush train into Boston and a five minute drive to the MBTA ferry. The space includes a comfortable double-sized bed, bathroom with outdoor shower, workspace and wifi. Additional amenities include air-conditioning, mini-fridge, french press coffee maker, tea kettle, and microwave.

Top guest favourite
An aerial view highlights the spacious property of Stella Maris, showcasing its mid-century modern design. The surrounding lush greenery and access to tranquil waterways reflect a natural coastal setting. The expansive marshlands extend towards the shimmering blue harbor in the background.
Home in Scituate
5 out of 5 average rating, 102 reviews

Stella Maris, 6 bedroom coastal home, water views

Stella Maris is an inter-coastal sanctuary, located on a private, tree lined street, with ever changing views of Cohasset Harbor & surrounding marsh & waterways. The airy floor plan of this contemporary home is perfect for entertaining family and friends. Gathering on the deck at sunset is a favorite. A short walk to Minot Beach and the lovely Minot neighborhood. Close to charming Scituate & Cohasset Harbors with their great restaurant scenes. 5 minutes to the Commuter rail into Boston.

Cabin in Cohasset
5 out of 5 average rating, 3 reviews

Cohasset Woodland Cabin

Private cabin tucked on a beautiful 10-acre property just 5 minutes from downtown Cohasset. Surrounded by more than 100 additional acres of woods, fields, and walking trails, the cabin offers a rare blend of seclusion and convenience. The property also neighbors Holly Hill Farm, a charming organic farm open to the community. This is a perfect retreat for guests seeking comfort, simplicity, and connection to nature—while still being close to Cohasset’s shops, restaurants, beaches, and harbor.

A comfortable living area features a mix of seating options, including two sofas and an armchair. A wooden coffee table rests on a textured rug, while a flat-screen TV is mounted on the wall. Natural light enters through a window, creating a relaxed atmosphere.
Home in Hull

Best Beach and Backyard in Hull

Come enjoy the best part of Nantasket Beach and enjoy some fun family time in the backyard. Just minutes to the beach. We have beach chairs, beach towels and a beach cart to easily carry your things there. After the beach, rinse off in the outdoor shower and take a soak in the hot tub. Cook dinner on the grill and hang out around the fire pit. Close to the local grocery store, restaurants and shops. See the Guidebooks for recommended places to eat in Hull and getting to and from Boston,

Home in Scituate
New place to stay

Minot Beach House - Short Walk to Beach

The Minot House is a newly built coastal home in Scituate with marsh views and an easy walk to the beach—no need to deal with parking at Minot Beach The house is set up for a simple, comfortable stay. Beach chairs and essentials are provided, and the deck includes a grill for easy outdoor meals and time in the sun. Whether you’re coming for a the weekend or a longer stay, the layout works well for families or groups looking for a clean, well located place to relax and enjoy the area.

Home in Weymouth

Furnished 3BR Waterfront Home | 30-90 Night Stays

Our waterfront home is set up for comfortable longer stays in a quiet coastal neighborhood. Every room has water views, the yard is fully fenced, and the beach is just steps away, great for daily walks and fresh ocean air or polar plunges for the brave. The home works well for 30–90 night stays, including relocations, home renovations, or temporary housing. You’ll find playgrounds, Webb Memorial State Park, grocery stores, hospital and Hingham Shipyard local dining close by.

Guest favourite
Flat in Cambridge
4.93 out of 5 average rating, 14 reviews

Cambridge Stay w/ Pool • Walk to Train • 2BR/2BA

Welcome to your modern Cambridge stay—perfectly positioned for easy access to Boston, transit, and the river 🏙️✨ Located in East Cambridge on Leighton Street, you’re just a short walk to Lechmere Station, making it simple to get downtown in minutes. Spend your day exploring nearby spots like the Museum of Science or walking along the Charles River—all close by. After a full day out, come back to a clean, modern space designed for comfort and convenience.

Guest favourite
A panoramic view of a sandy beach extends towards the ocean, with gentle waves lapping at the shore. A pathway leads from the foreground to the water, bordered by stone steps. The sky is partly cloudy, creating a serene coastal atmosphere.
Home in Hull
4.97 out of 5 average rating, 38 reviews

The Beach House, Crescent Beach

Enjoy the fun and beauty of the Cape without the traffic and hungry sharks! Relax with the whole family at this beautiful ocean front home on the South Shore with spectacular views and direct access to a semi-private, neighborhood beach. Gaze at the ocean while relaxing on the elevated porch or from anywhere on the first floor. ***July and August are available for stays of 30 days or more only. Contact for more information. ***

Guest favourite
A welcoming living room features a modern sectional sofa adorned with colorful cushions. Sunlight filters through large windows, highlighting a variety of indoor plants. A pair of round tables sits in front of the sofa, complemented by a textured area rug beneath.
Home in Arlington
5 out of 5 average rating, 8 reviews

Bright and open modern farmhouse

Modern farmhouse in a quiet neighborhood, near Rt. 2 and MBTA Redline. 4 spacious bedrooms, 2.5 baths, 3 floors of living with a yard, and al fresco dining on the back deck. Features a cook's gourmet kitchen, dining room, open floor plan with central AC, kayaks, paddle boards available with this rental. Ideal place for family and friends to gather just outside of Boston and next to Cambridge.

Guest favourite
A large dog stands on a porch, overlooking a serene waterfront view. The sky features soft clouds, transitioning from blue to pink as the sun sets. An American flag flutters nearby, while a well-maintained pathway leads to the water's edge.
Cottage in Hull
4.93 out of 5 average rating, 14 reviews

Relaxing Beachfront Cottage, 20min Ferry to Boston

Relax at this peaceful beachfront home. Just 30min to Gillete stadium! Ferry access to downtown Boston only a 5 minute walk and just a 20min ride to Boston. By far the best way to get in and out of the city. 3 story home with water on 3 sides, beautiful views and sunsets that will melt away all your stress. Kayaks and beach gear available, pet friendly. Weekly and Monthly Discounts

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