
Holiday rentals in Whitmans Pond
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Top-rated holiday rentals in Whitmans Pond
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The Red Door Carriage House
The Red Door Carriage house is a historic 90 year-old structure that was the carriage house for the original farmhouse (our home) on the property. Located in beautiful West Roxbury Mass., the unit is 3 miles from Fenway (Red Sox), Longwood Medical Center (all of the major hospitals) and 2 miles from Boston College. A 5 minute walk to the West Roxbury commuter rail station (10 minutes to South Station) and all bus lines into Boston, this apartment is a spectacular private and tranquil retreat.

Retro New England cottage - walk to the beach!
A peaceful beach retreat close to all the action. This one-bedroom bungalow is one of the oldest in the neighborhood and is full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. The driveway is big enough to park two cars, so you'll never have to worry about beach parking. Enjoy all Hull has to offer, from fresh seafood to nature reserves and paddleboarding. Convenient ferry access makes a day trip to Boston a breeze.

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 unlimited on-street parking. Pet friendly!

Homey getaway by the beach
Cute and homey well furnished 3 bedroom apartment in an older 2 family beach house. 1 min walk away from the best and least crowded part of Nantasket Beach, and a short 5 min drive from the Hull downtown. Ideal for vacationers, visitors, and families, the house features 3 bedrooms, 2 full baths, a nice and well equip kitchen with quality Samsung appliances, and a small BBQ deck overlooking a private backyard with a picnic table and stone patio. The house is literally 175 Yards from the beach :-)

Near Boston | Home Theater| Game room | Peloton
Welcome to your perfect getaway in Weymouth! This charming 2-bedroom, 2-bath retreat offers a cozy living room, a fully equipped kitchen, and a game room! Enjoy nearby attractions like Webb Memorial State Park, Wessagusset Beach, and easy access to Boston. Ideal for families or a weekend retreat, this home provides comfort, convenience, and modern amenities. Webb Memorial State Park-3miles Great Esker Park -2.5miles Wessagusset Beach-3miles Explore Weymouth magic with us & Learn More Below!

Modern, Naturally lit Loft
Enjoy a quiet getaway, with private entrance, in a private loft apartment situated in South Shore, MA. The loft is a large, open floorplan flooded with natural light. Enjoy nature walks at the Abington/Hanover rail trail for a great morning walk or a nice evening on the private balcony. There is a small kitchen in the loft at your disposal. We have a parking space in front of the house, fast WIFI, and a designated desk for work if you need it. This loft Is amazingly comfortable and peaceful.

The Raven!
Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Sunset LAKE VIEW studio. Recently upgraded!
Welcome to Sunset Lake! Enjoy beautiful sunsets year round! Cozy in the winter with plenty of extra blankets and a great heating system! Light a fire at night. 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 ☀️ 🌅

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!

Charming Scituate Ranch near Harbor & Town Center
Single level ranch style home located in a safe, residential neighborhood. Minutes to harbor, town beaches, parks, restaurants/cafes, brewery, and golf courses. Walking distance to the MBTA Greenbush commuter train to Boston. Clean with recently upgraded kitchen, appliances, granite, refreshed common area, shower & bathrooms. All amenities including backyard, deck, driveway, laundry, Wifi, Smart-TV, bedding, towels, and dinnerware available for your comfort.

Lovely 1 Bedroom Guest House. Downtown Cohasset
Lovely guest house. Newly renovated, nicely furnished & clean. Spacious living room/dining room with fully equipped kitchen. Large 1 bedroom & 2 full baths. Convenient location--walk to downtown, harbor, restaurants, churches and the Common. Train to Boston"s South Station 5 min away. Cohasset is the quintessential New England seaside village located on the South Shore of Massachusetts between Boston and Cape Cod. Host lives next door on property.

Shoreview Studio Lounge
This historic Victorian residence, is today host to this seaside studio lounge. Once inside, you’ll fall captive to the seascape off Independence Park. The Atlantic panorama provides an awe-inspired sunrise daily. From its elevated perch, the studio has a contemporary feel with its private observation deck to its sophisticated lighting and wet bar design. Comforts include heated floors, air conditioning and powered room-darkening blinds.
Popular amenities for Whitmans Pond holiday rentals
Other great holiday rentals in Whitmans Pond

Spacious one bedroom apartment with private patio

Enchanted Willow Boston Storybook Stay 3BR Parking

Built 2020 Private Home/4 Beds/2.5 Baths/EV Charge

Bright & Cheery 4 Bedroom Home with Ocean Views

Cozy Cottage by the Sea

Oceanfront-Harbor View Home

Quiet 1BR • Wi-Fi • Parking Included • In Randolph

Beachy Keen
Destinations to explore
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- Cape Cod
- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- Revere Beach
- Mayflower Beach
- Boston Seaport
- Boston University
- Craigville Beach
- Freedom Trail
- East Sandwich Beach
- New England Aquarium
- MIT Museum
- Boston Convention and Exhibition Center
- Canobie Lake Park
- Gillette Stadium
- Crane Beach
- Duxbury Beach
- Quincy Market
- Museum of Fine Arts
- Onset Beach




