Holiday rentals in Squantum

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Top-rated holiday rentals in Squantum

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Guest favourite
Flat in Quincy
4.93 out of 5 average rating, 199 reviews

Beach Home next to Boston & T, King Bed, Park Free

Enjoy a comfortable stay in this beautiful, newly renovated 3 bed 2 bath apartment only 150 yards to the beach and convenient access to Boston by car (15-25min) or public transport (30-45min). It's a spacious 1300 sqft, was just fully remodeled, retains plenty of character and boasts loads of windows and light. Recharge from your trip in style with a fully equipped kitchen, three new comfortable beds, 55" TV, sofa, work & dining area, new bathrooms, walk-in closet, and free off-street parking.

Guest favourite
A modern living area showcases an open layout with a comfortable seating arrangement. Natural light fills the space through large windows. A dining table is set nearby, complemented by stainless steel appliances in the kitchen. Decorative elements enhance the overall design.
Flat in Dorchester
4.91 out of 5 average rating, 339 reviews

Swanky unit Convenient to Downtown nr Restaurants

My Swanky pad is a modern renovated garden level unit with a great open layout. Is very clean, comfortable, has private entrance, high ceilings, large windows which project great natural light into the space. Consist of: -- Kitchen w. Dining Space (work space) --Stainless steel appliances, full stove, refrigerator & over the range microwave --Keurig Coffee ( Complimentary coffee ), Electric hot water kettle --Large closets --55" Smart Tv in living room --High Speed WIFI --Full Bath with Tub

Guest favourite
An inviting entryway is adorned with a decorative mirror and a houseplant next to a console table. The living area is visible in the background, featuring a comfortable black sofa, a patterned area rug, and a mounted television on the wall.
Home in Dorchester
4.91 out of 5 average rating, 172 reviews

New Spacious Home in Boston

Welcome to our spacious urban retreat in the heart of Boston. This well maintained 4 bedroom unit is conveniently located near many city attractions. Enjoy quiet patio, backyard and free coffee bar. Great for a quick getaway or special gathering. 5 min walk to access bus and train 10 min drive to UMass Boston and JFK Library 20 min drive to Fenway Park and TD garden sports 10 min drive to the famous Franklin Park Zoo/Golf Course 20 min drive to Historical Downtown Boston and Prudential Shopping

Top guest favourite
A well-maintained two-family dwelling features a gray exterior and spacious yard. The home is complemented by manicured landscaping, a large driveway, and a detached garage. Trees provide a green backdrop, enhancing the tranquil residential setting.
Flat in Milton
5.0 out of 5 average rating, 45 reviews

Luxury Milton Home 2

Newly renovated home in a safe neighborhood of Milton. Minutes to Boston with easy access to public transportation, renowned museums and top universities. Inside, the open floor concept with the living room to dining room and the kitchen with an oversized center island. 4 bedrooms with 4 bathrooms. The hallway has a laundry area with one of the full baths for your convenience. Outdoor deck and a patio with dining area, grill, fire pit, and a mini golf. Many off street parking space available.

Guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Dorchester
4.96 out of 5 average rating, 184 reviews

🎖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.

Top guest favourite
A modern kitchen features white cabinetry and sleek stainless-steel appliances. A large central island with seating for four is complemented by a stylish backsplash. Natural light enters through the window, highlighting the space's clean lines and functional layout.
Flat in Quincy
4.99 out of 5 average rating, 90 reviews

Stunning, New, 2BR Close Boston

Stunning New 2 BR, in Quincy, 7 miles to Boston, walk to train station- 5 stops to Boston South Station. ✔ Sleek new Modern custom built 2-bedroom, 2 floors ✔ Highest Speed Wi-Fi- Gigabit Plus speed ✔ Luxury living- Matouk luxury linens, towels and pillows ✔ Luxury King Sized Hybrid Mattresses ✔ Furnishings from Restoration Hardware and CB2 ✔ Private outdoor deck and patio with Pollywood Adirondack Chairs ✔ Great Location- In City of Quincy, walk to stores, restaurants, close to Boston

Top guest favourite
A spacious living room features comfortable seating arranged around a central coffee table. A large television is mounted on a wooden cabinet, surrounded by shelves filled with books. Natural light filters through multiple windows, enhancing the bright and airy feel of the room.
Home in Roxbury
4.98 out of 5 average rating, 59 reviews

5-story Luxury Boston Brownstone

Bring lots of friends, or family, together to enjoy Boston in a home spread across 5 stories. This is an 1870s 6-bedroom single-family townhouse renovated in 2025. The basement boasts a pool table and a walkout patio, the entry level has a large kitchen with seating at the island, peninsula, and a 12-person dining table. The 2nd floor has a hangout-inspired living room with puzzles and games, a bedroom, and full bath. The 3rd and 4th floors both have bedrooms and full baths.

Top guest favourite
A light-filled interior features a wooden dining table positioned near a decorative fireplace. The walls are painted in soft blue, creating a calm setting. A glimpse of a modern kitchen is visible in the background, and a framed artwork adds a touch of character.
Flat in South Boston
4.96 out of 5 average rating, 272 reviews

4br SouthBoston free parkg nrBeach, 6 min>BCEC

Bring the whole family or team -- you'll love our quiet, safe, beachside neighborhood. Our location on the South Boston peninsula means more peace and less traffic, yet a short scenic walk up K Street brings you to great restaurants. <5min walk to a great grocery store, the legendary L St Tavern and L St Bathhouse. <1.5 mi to Convention Center & Seaport. 3 BRs w queen beds and 1 sm BR w bunks, large kitchen, liv & dining rooms, & bonus sunroom w/desk. Call us today -- we'd

Superhost
Flat in Quincy
4.79 out of 5 average rating, 14 reviews

Spacious Beachfront Bliss, trails&walk Marina Bay

Beautiful renovated 2-bedroom apartment directly across from the beach with ocean views and coastal breezes.This is a private second-floor apartment in a two-family home. Spacious, stylish, and located in a quiet family-friendly area, perfect for a 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.

Guest favourite
Home in Dorchester
4.94 out of 5 average rating, 35 reviews

Residential home with free parking

Welcome to Boston new fully renovated, large family Tudor style home with 5 bedrooms, 8 beds and 2 full bath, Enter home through passcode keyless entry. Located near shops, restaurants, bars, and food stores in the Lower Mills neighborhood,( Train station less than 1 mile away). Approximately 7 miles from Boston Logan Airport, 6 miles major hospitals, colleges, downtown Boston, Newbury Street, Copley Square, Chinatown, and Castle Island. Look forward to hosting you.

Guest favourite
Guest suite in Milton
4.93 out of 5 average rating, 14 reviews

Guest Suite in Milton

This private suite features 2 comfortable bedrooms with cozy bedding. The suite includes a fully equipped kitchenette stocked with essentials for preparing meals. A clean, modern bathroom is supplied with fresh towels and basic toiletries for your convenience. It’s perfect for small families, couples, or business travelers. Enjoy complete privacy with your own separate entrance from the main house, allowing you to come and go as you please without disturbance.

Guest favourite
A spacious family room is presented with a large television mounted on the wall. Two comfortable sofas are arranged around a coffee table. Natural light filters through multiple windows adorned with wooden blinds, enhancing the room's welcoming ambiance.
Home in Quincy
4.87 out of 5 average rating, 187 reviews

Spacious, Cozy Home in Greater Boston - 4 Beds

Modern, spacious, and family friendly home in lovely North Quincy neighborhood of historic Quincy. Thoughtfully designed with large family room, 55 inch TV, Large parking lot, and porch. Comfortably sleeps at least 8! 10 Minute walk to Red Line Subway , only a 20 minute ride to downtown Boston! Easy access to South Station, Logan Airport, North End, Faneuil Hall, Government Center, Boston Common, Harvard Square, Back Bay, Fenway Park, and Beacon Hill.

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