Vacation rentals with a kayak in Suffolk County

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Top-rated kayak rentals in Suffolk County

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Guest favorite

A comfortable living area is presented with a light-colored sofa and bright yellow cushions. A large television sits on a white stand, while plants are positioned around the space. Natural light filters through the window adorned with wooden blinds, enhancing the warm atmosphere.

Private room in Boston

4.97 out of 5 average rating, 33 reviews

H&H Boston

Experience the best of Boston at our charming Mission Hill apartment! Enjoy easy access to the Green E line T station (3 minute walk) and the famous Jamaican pond. This well lit and spacious unit features a separate guest room, common eat-in kitchen/dining room combo! Perfect for medical professionals, tourists, Business and family visitors. Our apartment offers a comfortable, serene and relaxing stay in the heart of a vibrant Boston neighborhood. 10min walk from Brigham and Harvard medical sch.

Top guest favorite

Private room in Scituate

4.98 out of 5 average rating, 97 reviews

Ocean & Beach Front Suite-Amazing Views!

You haven’t had a beach vacation until you've stayed in a house right on the beach. Enjoy having a large suite & third floor to yourself & sweeping ocean views on all sides. Enjoy two decks & a sandy beach. You can see Minot's Ledge Lighthouse blink it's famous 1-4-3 ("I love you") light sequence. This is an amazing location in a beautiful seaside town. Besides having the beach to enjoy, Scituate is a scenic small town with a harbor arts & cultural district, restaurants, brewery, & gift shops.

Guest favorite

The entrance features a welcoming porch with white railings, flanked by colorful flower pots and hanging baskets. A brightly painted totem pole adds a touch of character beside a neatly manicured garden. The well-kept pathway leads to a white door, inviting guests inside.

Apartment in Medford

4.93 out of 5 average rating, 351 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.

Guest favorite

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

4.8 out of 5 average rating, 25 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.

Superhost

A private back patio is featured, adorned with a wooden deck and steps leading to a paved area. Outdoor seating arrangements include a blue couch and armchair. A grill is positioned nearby under a pergola, accompanied by decorative string lights that enhance the ambiance.

Home in Revere

4.83 out of 5 average rating, 30 reviews

Revere Beach House, Logan Airport, Bay Views

Steps from Revere Beach, this home sleeps 6+ with sunrise views! Enjoy a private patio with firepit, grill, master suite with tub, and basement entertainment: 60" TV, wet bar, board & card games. 15 mins to Logan Airport (Uber ~$20). Fast WiFi, multiple WFH setups, full loaded kitchen, laundry w/detergent, parking for 2-4. Upstairs: king suite, queen & twin bedrooms rooms, office. Beach towels, 2 kayaks, linens, soaps all included. Relax by the fire or paddle out—your perfect getaway awaits!

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

New place to stay

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,

Top guest favorite

A well-maintained pathway of stone pavers leads to a charming white cottage surrounded by lush greenery. Tall trees offer shade while providing a picturesque view of the nearby marsh and waterways under a clear blue sky.

Cottage in Scituate

5 out of 5 average rating, 33 reviews

Expansive coastal views, 3/2 newly renovated

Stella Serena has undergone extensive renovations. It is a completely renovated, charming, 3/2 home with most importantly, views of the marsh and waterways of Scituate from every window. Whether you are coming to unwind, kayak, go to the beach, or all of it, Stella Serena will give you the rare place to recharge & have fun. We provide bikes, kayaks, paddleboard, cornhole for fun. A firepit & gas fireplace for relaxation. Breathtaking, everchanging views daily and incredible sunsets.

Superhost

Apartment in Revere

4.87 out of 5 average rating, 15 reviews

Boston Designer Beach House | Near Airport

Wake to ocean views, take a morning beach stroll, unwind on the deck, or perfect your swing on the golf simulator—all before sunset cocktails on the rooftop. This 2BR/2BA sanctuary sleeps 6 and blends breezy California vibes with curated vintage style. With a heated pool, firepits, co-working space, free parking, and steps to the train, airport, and beach, it’s your dream escape—just minutes from downtown Boston. The perfect mix of comfort, design, and unbeatable location.

Apartment in Everett

New place to stay

Walkable 2BR | Harvard & MIT 2

Experience Cambridge luxury just steps from MIT and Harvard! This modern 2BR/1BA apartment blends comfort with convenience—perfect for academics, professionals, or travelers. Enjoy a stylish open living space, smart TV, fully stocked kitchen, and high-speed WiFi. Walk to Harvard Square, local cafés, and river paths, or hop into Boston in minutes. Thoughtfully managed with resort-style services, competitive fees, and guest-focused amenities for a seamless stay.

Top guest favorite

A person is seen kayaking on calm waters during sunset, with a stunning sky displaying shades of pink and orange. Nearby islands are visible in the distance, complementing the serene outdoor setting.

Home in Hull

4.96 out of 5 average rating, 25 reviews

Every room water view new kitchen ferry to Boston

Make some memories at this unique and family-friendly place. 5 minute walk to commuter boat/ferry to Boston, Ma/Logan airport. Ferry ride is 15-30 minutes depending if boat is direct to Boston, MA or stops at Logan or Hingham. Please check ferry schedule as it changes to weekday only in the off season. The house is 28 miles south of Boston. Panoramic water views. Beach access across the street. Vacation or work from home with water views from every window.

A modern outdoor pool area is seen, surrounded by well-maintained greenery. Two shaded cabanas are positioned beside the pool, with yellow accent cushions. Sun loungers line the pool deck, and large windows of nearby buildings reflect natural light, creating an inviting ambiance.

Condo in Everett

Artfully Done | Luxe Finishes 1

Experience elite comfort with our professionally managed luxury retreat. Designed for discerning guests, our property offers 5-star amenities, seamless check-in, and tailored concierge services. Whether you’re traveling for work or leisure, enjoy hotel-style hospitality with the privacy of home. Every stay is elevated with upscale furnishings, premium toiletries, and optional add-ons like airport pickup, chef service, and more.

Guest favorite

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.