Holiday houses in Whitmans Pond

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Top-rated holiday rentals in Whitmans Pond

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Weymouth

5.0 out of 5 average rating, 16 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. 7 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.

Apartment 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.

Guest favourite

Apartment in Weymouth

4.85 out of 5 average rating, 47 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

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, 74 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 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!

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.

Guesthouse 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 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

4.98 out of 5 average rating, 45 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.

Superhost

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, 343 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!

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

5.0 out of 5 average rating, 84 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!

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.

Apartment in Weymouth

4.72 out of 5 average rating, 53 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.

Guest favourite

The open kitchen and dining area feature a round dining table surrounded by four chairs. Natural light fills the space through large windows, illuminating the glossy stained hardwood floors. A decorative plant adds a touch of greenery, enhancing the overall inviting ambiance.

Apartment in Quincy

4.95 out of 5 average rating, 234 reviews

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.

Top Guest favourite

Home in Brockton

5.0 out of 5 average rating, 76 reviews

Hot Tub, Gazebo, Pool table & Fire Table

Spacious and family-friendly home near Boston featuring a private backyard oasis with a gazebo, pool table, fire table, and outdoor dining area. Perfect for vacations, graduations, business trips, and family gatherings. Enjoy a fully equipped kitchen, fast Wi-Fi, Smart TVs, comfortable sleeping arrangements for up to 8 guests, and free driveway parking. Relax, unwind, and create lasting memories in a space designed for comfort and connection.