Holiday houses in Raccoon Island

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.

Value · Location · TV

Spacious 1-Bed Apt. in Peaceful Weymouth W/Balcony

Spacious and sunlit 1-bedroom apartment in a peaceful Weymouth neighborhood, featuring a private balcony and relaxing views.Perfect urban retreat for relaxing or working from home, blending quiet natural beauty with excellent proximity to local seaside parks and easy Boston commuting.Open-concept layout featuring oversized windows that flood the apartment with natural light & connect directly to your private balcony offering quiet, peaceful views, perfect for morning coffee or evening unwinding.

Location · Value · Kitchen

Modern Private Waterfront View Home + EV Charger

Relax waterfront view at this modern, stylish & peaceful home. Brand new furnitures & appliances. 20-25 minutes drive to downtown Boston, Encore Casino, China Town, Boston Logan International Airport. 5 minutes drive to Derby Street Shops: Popular open-air shopping & dining. Mix of national favorites, upscale brands atmosphere. It features over 60 stores & restaurants: Apple, Whole Foods, Sephora, lululemon, Shake Shack, Tatte Bakery Cafe, Local friendly amenities walk & seasonal activities etc.

Location · Family · Kitchen

Oceanfront Hot Tub | Home Theater| Game Room

Welcome to Humarock Beach Getaway! Enjoy your own private movie theater, arcade and hot tub. Perfect for unforgettable family vacations and getaways with friends. This coastal retreat blends comfort, luxury and endless entertainment just minutes from Scituate Harbor, beautiful beaches and the best of the South Shore. Humarock Beach- Direct access Rexhame Beach- 10-15min drive Green Harbor Beach- 15-20min drive Widow's Walk Golf Course- 10-15min drive Explore Scituate Magic & Learn More Below!

Family · Location · Comfort

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.

Location · Value · Beach

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.

Family · Value · Barbecue

Boston Buccaneer Retreat

Modern Luxury Near Forest Hills Station – A Sophisticated Urban Retreat Experience unparalleled elegance in this brand-new, high-end residence, perfectly positioned just moments from Forest Hills Station. Designed for discerning travelers, this exquisite home blends sophisticated design, premium finishes, and state-of-the-art amenities. The Orange Line is just outside the porch . save on rental cars and enjoy a gateway to Northeastern University and all of Boston's top transit routes.

Family · Location · Amenities

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.

Location · Family · Getting around

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!

Location · Value · Heating

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!

Family · Value · Check-in

Spacious 5BR Executive Retreat - 10 Min to Boston

Step into a home designed for professionals and families seeking a quiet sanctuary. At Cedar House, we've curated this space so you can simply unpack your suitcase and find that everything else you need is already here. With a coastal aesthetic, welcoming new furniture, tasteful decor, and warm wood floors, every corner of this 2,000 sq. ft. retreat invites you to relax and stay a while.

Family · Location · Sleep quality

Bayfront Retreat with Private Ramp &Stunning Views

Make some memories at this unique and family-friendly place. This is a peaceful single family home with a private boat ramp that can also be used as beach access. Beautiful views of the bay and sunrise, the house has 3 bedrooms (sleeps up to 7, or utilize the couch on the sunroom to accommodate more), sunroom, garage, wood burning stove and outdoor seating. NON-smoking property.

Location · Family · Outdoor spaces