Holiday rentals in Whitmans Pond

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Top-rated holiday rentals in Whitmans Pond

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Top guest favourite
The exterior of the home is captured under cloudy skies, displaying a two-story structure with navy blue siding and white trim. Stairs lead to an upper deck, while a small landscaped area is visible at the base. Snow covers the ground, adding to the serene ambiance.
Home in Weymouth
4.94 out of 5 average rating, 144 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.

Superhost
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
4.93 out of 5 average rating, 152 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!

Top guest favourite
Home in Weymouth
5.0 out of 5 average rating, 13 reviews

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.

Guest favourite
A outdoor deck features a round dining table and two chairs, positioned under a large umbrella. A side chair rests nearby. The scene is complemented by a colorful seasonal welcome mat, while a view of the expansive green yard and trees is visible in the background.
Flat in Weymouth
4.84 out of 5 average rating, 57 reviews

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.

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
5.0 out of 5 average rating, 73 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
Flat in Weymouth
4.83 out of 5 average rating, 42 reviews

Scape apartment/ parking for only 1 CAR.

A small 1 bedroom apartment near BOSTON right off the exit , On a Dead end street and it’s the last house of the street very quiet and Peaceful place, Only 7 minutes from the train station with a free parking . Close to the beach ,and close to a lot of amenities (less than 5 minutes away) this apartment is perfect for anyone visiting Boston . The apt is on left side of the house but Completely separate from the house, It has its own private entrance and even has a deck just for the apartment

Guest favourite
A spacious living area features a large sectional sofa adorned with colorful pillows, inviting relaxation. A flat-screen projector is mounted on the wall, and a coffee table sits in the center. A bookshelf displays games and entertainment options, while a guitar leans against the wall, adding an artistic touch.
Home in Weymouth
4.92 out of 5 average rating, 50 reviews

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!

Superhost
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
4.8 out of 5 average rating, 74 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 bright living space is displayed, featuring a brown sofa, a wooden coffee table, and a large area rug. Natural light streams through large windows, illuminating the open layout that includes a kitchenette with stainless steel appliances.
Guest house in Weymouth
4.97 out of 5 average rating, 102 reviews

Cozy Guesthouse Near T-Station - Family Friendly

Welcome to your getaway home! You are sure to enjoy a wonderful experience in this newly renovated Guesthouse Studio, situated in Weymouth Landing. • Just a 5-minute walk to the Commuter Rail station for easy access to Boston and beyond. • Explore local stores, restaurants, and bars, all within walking distance. • Only 10 minutes away from South Shore Hospital. • A short 12-mile drive to Downtown Boston. Perfect for couples, small families, groups, business stays, and long-term rentals.

Top guest favourite
The living room features light-colored sofas and a coffee table placed on a warm area rug. Bright natural light enters through several windows, illuminating the space. A wall-mounted TV is visible, and a stylish coat rack adds a modern touch.
Home in Braintree
4.95 out of 5 average rating, 140 reviews

Near Boston w/ parking & deck, 3-bedroom home

Bright and cozy space located in Braintree Center, just 10-miles outside of Boston. Our home is an ideal location for families, friends, business travelers, and even wedding parties looking for more space, while also enjoying the proximity to Boston, Logan Airport, and more! Have a wedding, event, or want to see a sunset view of the Boston skyline? Granite Links Golf Course is 4 miles away! Looking to see a concert or Patriots Game at Gillette stadium? Arrive there in just 25 minutes.

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
4.81 out of 5 average rating, 342 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!

Superhost
The exterior of a single-family home is visible, featuring a sloped roof and a blend of light grey siding. Large windows allow natural light to enter, while a welcoming porch with white railings and a red front door enhances the inviting appearance. Surrounding greenery adds to the charm.
Flat in Weymouth
4.78 out of 5 average rating, 49 reviews

Beautiful Home in Weymouth

Escape to our delightful single-family home, nestled in the vibrant heart of Weymouth, MA, where comfort meets elegance. This charming retreat is perfectly situated, offering the ideal balance of peaceful relaxation and convenient access to Weymouth's bustling downtown, famous landmarks, and exquisite dining experiences. Your perfect getaway in Weymouth awaits! Book now for an unforgettable stay in our tranquil, elegant home, where memories are waiting to be made.

Popular amenities for Whitmans Pond holiday rentals