Places to stay in Southborough

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Southborough

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Superhost

Apartment in Cranston

4.78 out of 5 average rating, 9 reviews

Bella Casa I Central 10 min from dwntn & Airport

Soak up the calm ambiance of this charming and airy Cranston condo. Cuddle up the comfy sofa and unwind or grab a chair by the balcony for some fresh breeze. Interiors are modestly furnished, and wooden floors add warmth to the light-filled classical neutral interiors lending a sense of tranquility. The 1st floor apartment offers 2 bedrooms, a balcony, an open-plan space with kitchen, dining area, and a proximity to a myriad of amenities, including shops, restaurants, and public transportation

Guest favorite

Apartment in Winthrop

4.96 out of 5 average rating, 302 reviews

Cody's Place Boston Airport Pool/Beaches ParkFree

Retreat, relax, & refresh in your own private entry basement in law apartment of our well bunkered Beach House. BEST LOCATION across from the mighty Atlantic & Iconic Winthrop Arms Hotel/Restaurant. Take in the salty air & breathtaking sunrises. Steps from Ocean Sunrise & Sandy Beach Surf. Walking distance to public transport, restaurants, parks, or Uber/Walk to the center bars & other attractions. Vacation living. Ferry minutes to downtown Boston. 1 of 3 officially licensed AirBnB's in town.

Guest favorite

Home in Plymouth

4.83 out of 5 average rating, 322 reviews

Historic 1 Bed/In Town/Best Location/Hot tub/deck

PLEASE DO NOT BOOK WEEKENDS/HOLIDAYS/SUMMERS in advanced. I only use this 1 bed to fill gaps when the larger listing for this home isn't rented (mostly midweek) Beautifully restored historic home, directly in town, steps away from the Pilgrims 1st settlement, ocean, award winning restaurants, historic attractions, shops, nightlife, entertainment, tours,ferries, etc. Directly on the town brook/gristmill. Deck with view, firepit, hot tub, grill. Comfortable/clean/cozy bed, working wood stove.

Guest favorite

Apartment in Windham County

4.96 out of 5 average rating, 45 reviews

Woodpecker’s Nest

With 15 acres of private wooded land, count on High Speed Wi-Fi throughout the Woodpecker's Nest if you work from home or just need to catch up on emails! Coffee bar is stocked, have a cup taking in an ideal view of the woods! Television is ready to stream movies with family & friends! Plenty of indoor & outdoor seating for meals as you watch the sunrise or sunset cast pink hues over the woods & sky! As the sky darkens & the stars light up, gaze up in wonder in a very quiet area of New England!

Superhost

Apartment in Cambridge

4.83 out of 5 average rating, 18 reviews

Elegant 3-Bed Oasis in Cambridge Near Harvard/MIT

Welcome to your Cambridge retreat! This spacious, newly remodeled 3-bdrm home plus futon offers 1,600 sq ft of stylish, light-filled space just steps from the Charles River and minutes from Harvard Square. With two and a half baths, it's perfect for families, business travelers, and friends. Enjoy scenic paths nearby, easy access to cafes, shops, and transit to Boston. Speedy Wi-Fi, smart TVs, and a fully equipped kitchen ensure comfort. Book now to experience the best of Cambridge and Boston!

Superhost

Apartment in Gloucester

5 out of 5 average rating, 7 reviews

Waterside Rocky Neck!

New for summer 2025! Waterfront and steps from the beach out front. Large open concept studio on RockyNeck. Studio includes south facing four season sunroom and beautiful garden sitting area overlooking Wonson Cove in Gloucester Harbor. Quiet residential neighborhood on a dead-end street. Private entrance, washer/dryer, bathroom/shower. Free street parking, no pets. Walking distance to local restaurants, art galleries, Gloucester Stage, bus route, water taxi, Last Stop Variety and more.

Top guest favorite

Apartment in Beverly

5 out of 5 average rating, 32 reviews

#1 Top Flr Waterview|Lux Design|Pvt Balcony

Experience luxury in this top-floor apartment with stunning water views. Enjoy air conditioning, a private balcony, plush linens, and a custom desk with wireless monitor. Free off-street parking included. Centrally located, you're steps from restaurants and a short walk to the train station for easy access to Boston. Perfect for a serene getaway or productive stay, with Salem's historic charm just minutes away. Book now for a blend of comfort, convenience, and coastal beauty!

Superhost

Apartment in Ipswich

4.85 out of 5 average rating, 142 reviews

Lovely 3-Bedroom in Historic Dowtown Ipswich

Stay in one of our charming Airbnbs and experience the town's picturesque New England charm. Take a stroll down the main street lined with colonial-era houses and local boutiques. Visit the Ipswich River Wildlife Sanctuary and enjoy the famous Ipswich Restaurants, where you'll find the best food. Relax on one of the many nearby beaches, such as Crane beach, and soak in the sea, sand and sun. With so much to see and do, Ipswich is the ideal place to escape and unwind.

Top guest favorite

Home in Scituate

5 out of 5 average rating, 20 reviews

Coastal Retreat

Welcome to our coastal rental, a charming retreat nestled in the heart of a vibrant beach town. With modern amenities and coastal decor, unwind in the light-filled spaces and savor beautiful marsh views from the well manicured backyard. Located about a mile from Main Street, you can walk or bike on the flat sidewalk to restaurants, shops and the harbor. Close by you'll also find a dog park, the beautiful public golf course, Widow's Walk and of course the beach!

Top guest favorite

Guesthouse in Foxborough

4.96 out of 5 average rating, 152 reviews

Bates Boutique ☆ Home Away From Home

Stay at a recently renovated Bates Boutique specifically for your enjoyment. Highlights: - Fully redesigned kitchen & dining area - Relax in the living room with a 65" Smart TV (live channels, Netflix, Disney+, Hulu, Apple+, HBO Max, and others included) - Cozy bedrooms with heavenly bedding - 3 workspaces to ensure you can get work and play done - Outdoor patio & grill for fun inside & out

Top guest favorite

Apartment in Plymouth

5 out of 5 average rating, 11 reviews

Unique Industrial Penthouse

This incredible unit is located on the top floor of the Post Office building and alongside the “First Street in America." Watch the boats cruise around the harbor while enjoying the rooftop firepit, grill, or hot tub. Relish the breeze while people-watching on the bustling streets of downtown Plymouth. Restaurants, bars, beaches, shops, and historic sites are within walking distance.

Top guest favorite

Guest suite in Whitinsville

5 out of 5 average rating, 8 reviews

Adorable 1-bedroom suite with off-street parking

Come stay in comfort at this charming 1-Bedroom suite with off street parking and a private entrance. Additional queen bed and futon in the main living area to accommodate extra guests. The whole place was just freshly painted to brighten up your stay. Book your stay today!

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What guests are saying

A Bohemian Wonderland in Providence

4.94 out of 5 average rating, 401 reviews3 weeks ago

This sweet apartment was the most peaceful paradise for my weekend away! Tara was friendly and kind and I felt very welcome during my stay. I wish i had made more of an effort to enjoy the amazing back yard space! Everything was perfect from the necessary amenities to the super comfortable bed that I didn't want to crawl out of. Beautiful spot and it made it so hard to leave. I will definitely choose Tara's place when I travel to the area in the future!

Apartment in Federal Hill

What guests are saying

Marshside one-bedroom with stunning view

5 out of 5 average rating, 30 reviews5 months ago

Lovely area, deer walk up to the property. Super clean, such comfortable lodging. Easy to enter, no lugging furniture up steps (sometimes makes a big difference), just unload and roll inside. All the amenities you’ll need for a perfect stay. Great restaurants very close. Would highly recommend!

Condo in Essex

What guests are saying

Hill House in Essex, Cape Ann

4.94 out of 5 average rating, 16 reviews1 month ago

The home was cozy and well furnished. There was ample seating for our group to gather and relax in the charming living room. The home has been remodeled and redecorated reflecting a very strong sense of design. The kitchen is well stocked with cooking utensils and new appliances. The beds were super comfortable and the linens/pillows all very luxurious. Peter responds to messages very promptly and is extremely accommodating. We all loved Peter's home and hope we have the opportunity to return at some point in the future. It was a great place to celebrate 70 years of friendship!

Home in Essex

What guests are saying

Enchanted Cottage on 5 Acres

5 out of 5 average rating, 11 reviews5 months ago

The well named enchanted cottage was fabulous. We had a lovely stay, lucky with the weather. Easy reach of Boston on the train. Whole foods just down the road - I cooked in most evenings- as the kitchen had everything we needed. We sat out on the deck chairs and contemplated the Universe over a bottle of wine, watching the birds, squirrels and fall colours. We did a couple of day trips- Concord (loved the antique shops), the Nashoba Winery (get some of the Northern Comfort Apple, Cranberry and Maple Brandy…. Wish I’d bought two, it goes great with Mince Pies). We did the Union Oyster Bar in Boston and Legal Seafood (the oysters were amazing). I would highly recommend The Enchanted Cottage (very comfy beds).

Guesthouse in Framingham