Vacation rentals with a kayak in Suffolk County

4.96 out of 5 average rating, 109 reviews

The exterior of the cottage is visible, showcasing natural wood siding and a brick patio leading to the entrance. Lush greenery surrounds the property, while a glimpse of Chebacco Lake is seen in the background, contributing to a calm and inviting environment.

Cottage in Essex

Lakefront cottage for a fun, relaxing getaway.

Enjoy a cozy stay in a lake front cottage. Located in Essex, on chebacco lake, this 3 bedroom, 1.5 bathroom home has everything you could need. Fully stocked kitchen, comfortable living space with wifi and a large TV, and a comfy couch overlooking the lake. We have a external monitor with a keyboard and mouse to set up a workstation if needed. A large deck and seasonal dock to hang out on. Close to the ocean if you get tired of the lake. It's an excellent home base on Boston's North Shore.

4.98 out of 5 average rating, 48 reviews

Two white Adirondack chairs are positioned on a wooden deck, facing a sandy path leading to the beach. Lush grasses and gentle waves are visible in the background, with a clear sky enhancing the serene coastal view.

Home in Scituate

Pebble House/Beachfront Home Walk 2 Coffee & Shops

〰 SEPT-DEC '25 JUST OPENED 〰on 08/26 Welcome to Pebble House, 1-level beach house with Scituate HARBOR VIEWS. You will have private BEACH frontage to Museum Beach. ⛵ Go for a 15-min walk to harbor shops, restaurants or 10-min walk Scituate Lighthouse & The Barker. Swim and paddle in the bay off of your deck. Relax and enjoy views of Harbor boats & sunrises over the historic Scituate Lighthouse. 🌊 - 6 Min Drive to Minot Beach & 10 to Peggotty - 25 Mins to Rexhame, Duxbury & Nantasket Beach

4.84 out of 5 average rating, 95 reviews

A sliding glass door frames a view of the lake, providing access to a grassy area with several outdoor chairs arranged for relaxation. Soft natural light illuminates the space, and a patio area is visible through the open door.

Guest suite in Braintree

Sunset Lake studio apartment. Kayaks for use!

Beautiful sunsets over the lake! 2 adult kayaks and 2 kid kayaks are available to guests. Light a fire at night. Play some yard games (corn hole, Bocce or Molkky). We are walking distance to South Braintree Square. You will enjoy nature and still have close proximity to city. Walk to a super market, pharmacy, nail salon, bank, a tavern w/ live music. Other restaurants within walking distance include Mexican, Thai, Sushi, Italian, Vietnamese (pho), pizza and a great local coffee shop. 🛶 🌅 🌆

4.96 out of 5 average rating, 90 reviews

A two-story lake house is displayed, featuring large windows that provide views of Mirror Lake. A private dock is accessible from the water, with a patio area and seating arrangements visible. The property is surrounded by greenery, creating a serene atmosphere.

Home in Wrentham

Relaxing Waterfront Lake House

Relax at this peaceful, family-friendly lake house on Mirror Lake. Fully renovated 3-bedroom, 2 full bath getaway directly on the water with private deck, dock, patio area, propane grill, paddle boards, kayak, fishing, and more. Located nearby Gillette Stadium, Patriot Place, Wrentham Premium Outlets, Plainridge Park Casino, an abundance of restaurants, wedding venues, walking trails and central to Boston or Providence, this is a great location for many activities or just lounging by the water.

4.93 out of 5 average rating, 350 reviews

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

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.

5 out of 5 average rating, 33 reviews

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

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.

4.94 out of 5 average rating, 106 reviews

A wooden dock extends into a calm lake, with the reflection of the colorful sunset visible on the water's surface. Lights are strung along the dock, and a chair is positioned on the left side, creating a serene lakeside atmosphere.

Cottage in Mendon

Lake Front with Hot Tub and New Fitness Studio

Welcome to our charming 3-bedroom lake cottage in Mendon, MA, where every sunrise paints the sky with breathtaking hues over tranquil waters. Accommodates 6 guests, making it ideal for families or couples seeking serenity. Enjoy lakeside coffee, fishing, kayaking, and evenings by the fire pit. We are pet-friendly, so feel free to bring your dogs along — if you have more than 1 dog, please let us know. Conveniently located near restaurants and attractions. Book now for a magical getaway!

Guest suite in Lakeside Marblehead

The cozy suite features a light-colored queen bed with decorative pillows, accented by a dark blue feature wall. A compact kitchenette with wooden cabinetry is seen alongside the bed, offering essential amenities. Soft lighting creates a warm ambiance, complemented by a nearby window dressed in light curtains.

4.79 out of 5 average rating, 34 reviews

Harborside Hideaway Guest Suite

Charming, private guest suite attached to a historic Colonial in the heart of Old Town. Guests love its quintessential New England charm and prime location. Take in stunning coastal views just steps outside the door of your private entrance. Walk or bike to shops, bars/restaurants/cafes, beaches & historic landmarks. Minutes to bus & commuter rail. Great for couples, solo travelers, visiting professors, or parent(s) with infant or young kids. Please inquire about accommodation options.

5 out of 5 average rating, 6 reviews

An outdoor dining table is set for a meal, featuring plates of olives, cheese, and a bottle of wine. The table is positioned on a deck with a clear view of the ocean, where calm waves meet the horizon under a bright blue sky.

Home in Scituate

BOOK NOW! Walk on beach! Amazing views! Location!

Welcome to The Turner Tide, a peaceful coastal escape in Scituate, MA. Perched along the scenic shoreline, this charming home offers sweeping ocean views, salty breezes, and the soothing sound of waves—perfect for couples, small families, or anyone seeking a classic New England beach getaway. Sand Hills beach- less than a minute walk Scituate Lighthouse - 5 min Scituate Harbor - 5 min Museum Beach - 5 min Peggotty Beach- 8 mins drive Explore Scituate magic with us & Learn More Below!

4.85 out of 5 average rating, 46 reviews

A spacious ground-floor entrance is flanked by a lush green lawn, leading up to a multi-level house with a wide deck. Outdoor seating is arranged on the deck, surrounded by flowering shrubs and clear blue skies enhance the inviting atmosphere of the property.

Apartment in Scituate

ABC - Apartment by the Sea

This unique ground-floor studio, is your beach- and pond-side oasis. Dog-friendly Mann Hill and Minot Beach are right outside your door, w/ a pond the end of the garden! Full kitchen (-oven), a relaxing living area, and your own garden paradise. Fire pit by the pond, swinging chairs, outdoor dining area – the perfect spot to soak up coastal life. Scituate and Cohasset nearby. EV charger on-site King & queen beds (separated by staircase) ensures comfort for up to 4 adults + pets.

4.98 out of 5 average rating, 130 reviews

A tranquil kettle pond is depicted, reflecting the surrounding wooded landscape and soft hues of the sky. The calm water creates a mirrored surface, enhancing the serene atmosphere of the natural setting.

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)