Holiday houses in Raccoon Island

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Top-rated holiday rentals in Raccoon Island

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Top Guest favourite
Apartment in Quincy
4.98 out of 5 average rating, 116 reviews

Home Away from Home | Next to Boston & Beach, EV+

Enjoy a comfortable stay in this beautiful, newly renovated 2 bedroom apartment less than a 10 min walk to the beach and convenient access to Boston by car (15-25min) or public transportation (30-45min). It's a spacious 1200 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, two comfortable king beds, 55" smart TV, new sofas, work & dining area, sun porch, AC and free street parking.

Top Guest favourite
The exterior of a two-level home is depicted, surrounded by lush green lawns and mature trees. A pathway leads to the welcoming entrance, flanked by garden beds featuring various plants. The house features a traditional design with large windows allowing for ample natural light.
Home in Holliston
4.98 out of 5 average rating, 128 reviews

All New Private Country Setting (2 Level-No Share)

We built this 2 level home 6 years ago and it is located on Washington St in the towns Historic district. The home is set back from street with a long country style driveway. We designed it with large windows in all rooms, welcoming the sunlight and peaceful setting. Access to clean and empty garage for storage (No parking). We have no personal items in the guest level - all closets and dressers are empty and yours for full use! Co Host reside in lower separate entrance suite. Nothing Shared.

Top Guest favourite
A deck is shown with a single chair positioned to view the horizon. The sun sets beyond the water, casting warm tones across the sky. The railing contrasts with the grey decking, providing a quiet space to enjoy the surroundings.
Home in Weymouth
4.94 out of 5 average rating, 138 reviews

Newly remodeled home with ocean views!

Spacious home newly remodeled with all high end touches. This house has views of the Boston skyline and harbor Islands. Each bedroom and floor has it's own split system air conditioning for maximum comfort. Preferred neighborhood of North Weymouth which is 10 miles from Boston. This house provides a convenient location for you and your family to explore the city with all the comforts of home. Full laundry facilities are on the same floor with the bedrooms. 2 decks to relax and enjoy the views.

Top Guest favourite
The outdoor deck provides a serene view of the waterfront at sunset, with vibrant hues of orange, pink, and purple filling the sky. Black metal chairs surround a small table adorned with a potted plant, creating a comfortable setting to enjoy the picturesque scenery.
Home in Weymouth
5 out of 5 average rating, 68 reviews

Waterfront Beach Home With Attached In- Law Suite

Welcome to this beautiful stunning waterfront home with 2,847 sqft, 3 heating/cooling systems, attached In-Law Suite, cathedral ceiling, private beach and built in beach fire pit. Unreal scenery with the best view while being so close to Boston. Large deck overlooking the water and watch the amazing sunsets. The home is located near top attractions like Nantasket Beach and just 16 miles from Boston Logan Airport, 22 miles from Gillette Stadium. Kid playground is just feet away from the property.

Guest favourite
A welcoming entryway showcases a wooden staircase leading to the upper levels. The space is enhanced by decorative topiary arrangements and features light-colored flooring providing a bright ambiance. Natural light emanates from a nearby doorway, revealing glimpses of the outdoor area.
Home in Stoughton
4.94 out of 5 average rating, 147 reviews

Modern home 22 min Boston, 20 min Gillette Stadium

Experience New England charm in this luxury home, with over 3,500 sq. feet of living space. This home has many unique characteristics that includes a Koi pond, a majestic backyard and an indoor sauna to make your short term or long term stay more comfortable. It's located in a quiet neighborhood that is walking distance to Glen Echo Park, where hiking, and fishing is available. It's 2 min away from shops, major highways, and has a 6-car driveway and abundance on-street parking. Pet friendly!

Guest favourite
A bright living area features hardwood flooring and a mix of comfortable seating. A light-colored couch is positioned next to a dark blue armchair, with a decorative coffee table in between. Natural light floods the space through large sliding glass doors leading to a patio.
Home in Weymouth
4.85 out of 5 average rating, 72 reviews

City vibes in the suburbs.

Bright, spacious, modern, and peaceful home. Whether staying in or enjoying the outdoor space, equipped with a fully furnished patio furniture and grill, there is something for everyone! This home is conveniently located minutes from the commuter rail or the ferry for a hassle free trip into the city. Nearby attractions include the Hingham shipyard, Patriots Cinemas, Wessagusset beach, Nantasket Beach in Hull along with a variety of restaurants and shopping areas! See guidelines for details

Guest favourite
A serene view of the water at sunset, with soft hues of pink and purple in the sky. The silhouette of the Boston skyline is visible in the distance, alongside a small boat gently floating on the water's surface.
Guest suite in Quincy
4.89 out of 5 average rating, 81 reviews

City Escape By the Water

Cozy and fully updated guest suite right on the water. This is located a short 15-minute drive by car or a bus from Quincy Center on the red line. You will have a separate entrance to the suite and your private full bathroom and living room area. It’s a cute studio designed for two! Feel free to use our desk and deck with direct waterfront access and enjoy the beautiful sunsets with Boston skyline. We have added FireTV from Amazon! FYI there is some road noise. And it’s an attached 2nd unit.

Top Guest favourite
The exterior of a spacious guesthouse showcases a blend of siding and stone finishes. A paved driveway leads to a two-car garage. Lush greenery and flower beds enhance the inviting entrance, while multiple windows allow natural light to fill the interior.
Guest suite in Sharon
4.95 out of 5 average rating, 220 reviews

Cozy Lakeview Guesthouse Near BOS, PVD, Cape Cod

Stunning CLG with private entrance, deck, & parking. •Bedroom #1 ground floor (2 guests only) has a Queen bed & smart TV with deck access. •Bedroom #2 upstairs is ONLY AVAILABLE FOR BOOKINGS OF 3–4 GUESTS and includes a Queen bed, smart TV, mini gym & office. •Living room with lake view & smart TV. •Bathroom with tub and sitting shower bench. •Fully equipped kitchen with stainless steel appliances. •Internet Access, You Tube, and Netflix. •Summer lake access.

Guest favourite
A modern living area features a stylish orange sectional sofa, paired with decorative pillows. To the rear, the kitchen showcases stainless steel appliances, white cabinetry, and a dining space, while a staircase is visible in the background.
Home in Weymouth
4.91 out of 5 average rating, 136 reviews

Beautiful 3BR Home by the Water - Family Friendly

Welcome to our newly renovated 3-bed, 2-bath single-family home nestled in a serene and welcoming neighborhood in North Weymouth: • Walk to Wessagusset Beach and George Lane Beach • Just a 2-mile drive to Hingham Shipyard's dining, shops, and commuter boat to Boston • 11 miles from Downtown Boston • 3 miles from commuter rail or subway stations (bus #220, a 2-minute walk, takes you to Quincy Center or Hingham Shipyard) Ideal for families or groups seeking relaxation and easy city access.

Top Guest favourite
The kitchen features a vibrant blue base cabinet beneath a polished countertop, equipped with modern appliances including a washing machine, stove, and refrigerator. Minimalist decor is present, with utensils displayed above and ample natural light illuminating the space.
Home in Hull
4.97 out of 5 average rating, 32 reviews

Boutique Beach Stay | Hull Coastal Escape

The Hideaway is a private, family-owned beach bungalow in Hull, MA, between Nantasket and Gunrock beaches. Ideal for solo retreats, couples, small families, remote workers, commuters or best-friend adventures. The Hideaway experience is a unique blend of natural beauty, creative spirit and relaxation. Enjoy nearby beaches, paddle boarding, trails, fresh seafood, and local gems. Convenient access to ferries and trains makes commuting and city adventures just beyond nature simple.

Top Guest favourite
A serene view of the ocean horizon is captured during twilight, showcasing soft gradients of color from orange to blue in the sky. The coastline is visible with a curve of land meeting the calm waters, surrounded by lush greenery and a few architectural structures.
Apartment in Hull
5 out of 5 average rating, 75 reviews

Cozy Coastal Apt w/ Ocean View Patio & Fireplace

Escape to the charming and historic town of Hull! This ocean-facing studio is the epitome of relaxation: a plush king bed, private patio, fireplace, huge TV, and a spacious bath. Enjoy complete privacy and convenience featuring free parking, walking distance to Nantasket Beach, local restaurants, and shops within a short drive (or ferry!) to Boston. Don't miss your chance to soak up the gorgeous weather in one of the most unique and picturesque properties on the MA coast!

Guest favourite
A spacious studio apartment features a king-size bed with colorful bedding and wall art. A futon is positioned near a circular coffee table on a patterned rug. Two small windows bring in natural light, while a ceiling fan ensures comfort.
Guest suite in Weymouth
4.8 out of 5 average rating, 329 reviews

Lovely studio on the coast! Beach close by!

Wonderful location located in north Weymouth. Quiet, Spacious studio apartment. Outdoor deck with patio furniture. Plenty of space for 3 guests max. - Walking distance to George lane beach & Wessagusset beach. - Convenience store, Pizza & Sandwich shop on our block. - 2 miles to Hingham shipyard - 5 miles to Nantasket beach - In between several commuter rail stations and across the street from a bus stop. - 4 miles to Quincy center - 30 minute drive to Boston!

Popular amenities for Raccoon Island holiday rentals

  1. Airbnb
  2. United States
  3. Massachusetts
  4. Norfolk County
  5. Quincy
  6. Raccoon Island