
Vacation rentals in Whitmans Pond
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Whitmans Pond
Guests agree: these stays are highly rated for location, cleanliness, and more.

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.
5.0 out of 5 average rating, 19 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.
4.84 out of 5 average rating, 57 reviews
Waterfront 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.
5.0 out of 5 average rating, 75 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
4.82 out of 5 average rating, 50 reviews
Sparkling new guesthouse 5 min from downtown
Newly renovated studio apartment over two car garage with separate entrance and parking for up to 2 cars. Bright, quiet, and clean, the space features high ceilings, new carpeting and furniture, new AC/heating unit, king sized Casper mattress, a sizable bathroom with heated floors, large shower with bench, convenient kitchenette with mini fridge, microwave, and coffee maker. Ideal for guests of local weddings, New England tours, family visitors, or just a getaway, this rental is one of a kind!
4.99 out of 5 average rating, 119 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!
4.92 out of 5 average rating, 53 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.
4.96 out of 5 average rating, 105 reviews
Entire Quiet & Private 6BR 3BA Single House 35
SAVE UP TO 30% ON SELECTED DAYS! Welcome to your home away from home - a beautifully renovated, spacious 6-bedroom, 3-bathroom retreat crafted for comfort, connection, and relaxation. Ideal for family trips, reunions, and groups after exploring Boston. ★ Entire private single house ★ 3 modern living rooms with flat-screen TV ★ 1 fully equipped kitchen + 1 kitchenette ★ 3 comfortable dining areas ★ Central AC & Heating ★ Laundry area ★ Parking: 2 cars in garage + 4 reserved parking spaces
4.92 out of 5 average rating, 12 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.
4.73 out of 5 average rating, 56 reviews
New 3BR Home Near Boston + Parking
Stylish, spacious home perfect for group trips.Enjoy an open-concept kitchen, dining, and living area, along with a private backyard patio for relaxing. Built in 2022 offers 2 bedrooms, 1.5 bathrooms, and a 1-car garage, providing comfort, privacy, and plenty of space. Guests enjoy full access to 2 bedrooms and a spacious attic retreat with additional sleeping space. One separate bedroom is reserved for owner storage and is not accessible during stays.
5.0 out of 5 average rating, 11 reviews
4 bd Ocean View, Dual Deck, Beach Front Retreat
Located in Hull's most desirable neighborhood, our one-of-a-kind home invites you to cherish unparalleled views of the ocean and bay from dual panoramic decks. The open-concept living area encourages you to unwind and relax, while three luxurious king-size beds offer restful nights after a day on the nearby Nantasket Beach, steps from the town’s best restaurants and nightlife. Don't miss your chance to stay at this unforgettable coastal escape!
4.99 out of 5 average rating, 71 reviews
Hot Tub, Gazebo, Pool table & Fire Table
Spacious, family-friendly retreat near Boston for up to 10 guests. Escape to your private backyard oasis, soak in the hot tub, shoot pool under the gazebo, gather around the fire table, or dine outdoors. Sleep comfortably with 1 king, 1 queen, 2 full beds, plus 2 fold-up queen mattresses. Enjoy Smart TVs, fast Wi-Fi, a fully equipped kitchen, and free driveway parking. Perfect for family trips, graduations, getaways, and business stays.
5.0 out of 5 average rating, 78 reviewsPopular amenities for Whitmans Pond vacation rentals
Other great vacation rentals in Whitmans Pond

Weymouth Apartment: Close to Beaches & Boston!
4.76 out of 5 average rating, 51 reviews
Lakeside Getaway with Beautiful Water Views
5.0 out of 5 average rating, 4 reviews
Cohasset Horse Farm — Beaches, Boston & the Cape.
5.0 out of 5 average rating, 25 reviews
*Mel’s Hideaway Free Pizza night w/ a 5 night stay
4.68 out of 5 average rating, 22 reviews
The Pool House
4.72 out of 5 average rating, 117 reviews
Varsity One w/2BRs, 1 bath, 4-5 guests
4.65 out of 5 average rating, 183 reviews
water views ferry to Boston beach access
4.97 out of 5 average rating, 29 reviews
Room with private 1/2 bath, a few 5 min walk to T
4.89 out of 5 average rating, 181 reviewsDestinations to explore
- New York Vacation rentals
- Montreal Vacation rentals
- Philadelphia Vacation rentals
- Boston Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Atlantic City Vacation rentals
- Salem Vacation rentals
- Providence Vacation rentals
- Newport Vacation rentals
- York County Vacation rentals
- Cape Cod
- Fenway Park
- Hampton Beach
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Mayflower Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- Craigville Beach
- Onset Beach
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- East Sandwich Beach
- Duxbury Beach
- Harvard Square
- MIT Museum
- Tufts University





