
Holiday houses in Raccoon Island
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Top-rated holiday rentals in Raccoon Island
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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.

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.

🎖The Ashmont Suite | Close to Subway + Downtown🎖
This high end & unique 3 bed / 2 bath unit is brand new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There’s also plenty of parking available in front of the property. As well as a local coffee shop & a Dunkin just across Ashmont T station.

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.

Modern Upper-Level Oasis Minutes to Boston Stadium
Perfect for families or friends, this bright and stylish 3-bedroom upper level features a brand-new renovated kitchen with new appliances, a cozy living room with an electric fireplace, dining area, private laundry, a large deck, and 2 driveway parking spaces. Peaceful neighborhood near Boston and Gillette Stadium, quick access to the highway and Commuter Rail station to Boston in a 1/2 hour. The host lives on-site in the lower level of the house and is available for assistance if needed.

Sunset Bay Retreat
Tranquil oceanside retreat, walking distance from the warm, smooth sands of Nantasket Beach. Enjoy unparalleled sunrise views and the cozy charm of this private home featuring two bedrooms, one bath, full kitchen, unique third bedroom loft area with double bed, smart TV, A/C, free Wi-Fi, washer/dryer and more. An easy stroll to dining, gift shops, popular outdoor boardwalk, historic carousel, convenience stores, and more. The perfect spot for romantic getaways or family fun!

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!

Summer Escape in Milton | 2BR Near Blue Hills 14/1
🔥 SUMMER SPECIAL: SAVE UP TO 30% ON SELECTED STAYS! Escape to a peaceful summer retreat in Milton, just minutes from Boston and close to Blue Hills Reservation — perfect for hiking, scenic trails, outdoor adventures, and relaxing nature walks. • Blue Hills Reservation – 5 min (skiing, snowboarding, scenic winter trails) • Milton Village – 7 min (cafés & restaurants for a warm meal) • Quincy Center – 17 min • Downtown Boston – 18 min (easy access by car, bus & subway)

Short Train 2 Boston, Luxury prvt unit w parking
Enjoy a comfortable stay in this private entrance, beautiful, newly renovated 1 bedroom apartment only a short 4 minute walk to Wollaston train station- 5 stops to downtown Boston. Convenient access to Boston by car (15-20min) as well. Full gut-renovation, open floor kitchen/dining room. Gorgeous bathroom. New HVAC system. W&D in unit. Off street parking spot right next to separate, private entrance. Great neighborhood, beautiful park across the street.

Spacious Beachfront Bliss, trails&walk Marina Bay
Beautiful newly renovated 2-bedroom apartment directly across from the beach with ocean views and coastal breezes. Spacious, stylish, and located in a quiet family-friendly area, perfect for a relaxing getaway. Enjoy scenic running and walking trails, walking distance to Marina Bay for waterfront dining, cafés, and marina views and close to the famous Tony’s Clam Shop. The perfect mix of comfort, location, and beachside charm.

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.

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.
Popular amenities for Raccoon Island holiday rentals
Other great holiday rentals in Raccoon Island

Cozy Apartment in Hingham

ABC - Apartment by the Sea

City vibes in the suburbs.

Beach guest house, Free parking close to Boston

Cozy Cottage by the Sea

City Escape By the Water

Cozy studio with kitchenette and private bathroom

Spectacular Ocean Sunsets I Pet Friendly
Destinations to explore
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- Fenway Park
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Brown University
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- New England Aquarium
- Freedom Trail
- Onset Beach
- MIT Museum
- Canobie Lake Park
- East Sandwich Beach
- Crane Beach
- Duxbury Beach
- Boston College
- North Hampton Beach
- Roxbury Crossing Station
- Northeastern University
- Quincy Market





