Guesthouse holiday rentals in Suffolk County

Find and book unique guesthouse rentals on Airbnb

Top-rated Guesthouses in Suffolk County

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Guest favourite

Guesthouse in Boston

4.99 out of 5 average rating, 232 reviews

The Red Door Carriage House

The Red Door Carriage house is a historic 90 year-old structure that was the carriage house for the original farmhouse (our home) on the property. Located in beautiful West Roxbury Mass., the unit is 3 miles from Fenway (Red Sox), Longwood Medical Center (all of the major hospitals) and 2 miles from Boston College. A 5 minute walk to the West Roxbury commuter rail station (10 minutes to South Station) and all bus lines into Boston, this apartment is a spectacular private and tranquil retreat.

27 Dec – 3 Jan

$624 NZD per night

Superhost

Guesthouse in Cambridge

4.92 out of 5 average rating, 13 reviews

Beautiful Cambridgeport Apartment (Central Square)

Modern apartment with a beautifully furnished master bedroom and office area (wifi). There is also a comfortable couch in the family area with an office desk, a television and a kitchenette (Breville toaster, microwave, Nespresso). Property is located in Cambridge between Charles River and Central Square as well as being centrally located between Harvard and MIT. This beautifully renovated apartment will give you privacy and peace in the heart of Cambridge for you and your family to enjoy!

2–9 Sep

$592 NZD per night

Guest favourite

Guesthouse in Scituate

4.98 out of 5 average rating, 59 reviews

Serenity House

Take a deep breath while relaxing on this 1+ acre wooded estate surrounded by the Hubbell Woodland Preserve and the Hatherly Golf Course across the street. Walk along seaside estates that greet you on your way to swim at Minot Beach which is a short walk away. Ride your bike to Cohasset Harbor while taking in the view of the fishermen catching lobsters and have dinner at the local restaurants. Listen to the waves and smell the salty ocean air and relax and sleep peacefully at Serenity House!

26 Feb – 5 Mar

$234 NZD per night

Guest favourite

Guesthouse in Newton

4.99 out of 5 average rating, 68 reviews

Sunny 1BR w views, close to BC and Boston

Newly renovated and furnished one-bedroom apartment on second level of historic carriage house atop Heartbreak Hill, and mere steps to Boston College, shops, and easy access to Boston via public transportation (MBTA Green Line). Offers panoramic views of Boston skyline, Boston College campus, Chestnut Hill reservoir and stadium. Features newly renovated kitchen, private laundry, air conditioning and a private terrace. This apartment is professionally cleaned between visitors.

25 Jun – 2 Jul

$795 NZD per night

Guest favourite

Guesthouse in Boston

4.86 out of 5 average rating, 69 reviews

Prime City Location: Private Suite-separate entry.

This quiet residential neighborhood has easy access to a transportation hub (subway/bus/trolley/taxi), is 7 miles from the airport and has restaurants and services nearby - many within easy walking distance. My Codman Hill neighborhood is a premium area and represents the best of suburbia in the city. The neighborhood hosts primarily single family homes with double and triple deckers but the huge Victorian houses dating back to the 1700 and 1800's are within this community.

$150 NZD per night

Guest favourite

Guesthouse in Cohasset

4.98 out of 5 average rating, 106 reviews

Lovely 1 Bedroom Guest House. Downtown Cohasset

Lovely guest house. Newly renovated, nicely furnished & clean. Spacious living room/dining room with fully equipped kitchen. Large 1 bedroom & 2 full baths. Convenient location--walk to downtown, harbor, restaurants, churches and the Common. Train to Boston"s South Station 5 min away. Cohasset is the quintessential New England seaside village located on the South Shore of Massachusetts between Boston and Cape Cod. Host lives next door on property.

9–16 Oct

$399 NZD per night

Superhost

Guesthouse in Boston

4.86 out of 5 average rating, 36 reviews

Airy new apt for 2-6. Near subway. Free parking.

Off-street parking for 2 cars, full apartment with separate keyless entry, 2 bedrooms, 2.5 baths, lots of sunlight. Steps from bus/subway, espresso bars, breweries, restaurants and jogging paths, the perfect base from which to celebrate a graduation, visit colleges or take in a game. Five-minute drive to Longwood Medical area. About 20 min to Fenway Park (car) or TD Garden (subway). Easy bus ride to Museum of Fine Arts, or subway to Freedom Trail.

30 Nov – 7 Dec

$581 NZD per night

Guesthouse in Winthrop

4.83 out of 5 average rating, 48 reviews

The Strand on the Beach

Welcome to the 129 The Strand! This accommodation will transport you to a tropical paradise where you can relax and enjoy the sun, sand and sea. Located a few steps from the beach, our Airbnb is the perfect place for your dream vacation. The interior is decorated in a modern and cozy style, and is equipped with everything you need for a comfortable and relaxed stay, it has 1 bed, 1 bat living room, private entrance, parking, & refrigerator.

8–15 Feb

$447 NZD per night

Guest favourite

Guesthouse in Newton

4.93 out of 5 average rating, 84 reviews

Private Carriage House near Newton Center and BC

Large studio above garage with private entrance located on famous Heartbreak Hill. Kitchenette with Fridge, Microwave, Keurig and full bathroom. Less than 1 mile to Boston College and just minutes to Cambridge and Boston. Easy walk to public transportation and Newton Center with great restaurants, bars, parks, and shopping. Free off-street parking.

16–23 Oct

$438 NZD per night

Superhost

Guesthouse in Watertown

4.8 out of 5 average rating, 132 reviews

Modern, Spacious, bright, private apartment

Newly renovated, modern design apartment with private entrance located in the center of Watertown. Just minutes away from public transportation to Harvard Square and Downtown Boston. Book stays of 31 days or more for discount. No parties or extra guests who are not on the reservation allowed in the unit.

6–13 Oct

$378 NZD per night

Guest favourite

Guesthouse in Dedham

4.95 out of 5 average rating, 171 reviews

Country Cottage in the City

This poolside cottage is a country retreat in the city. We are nestled into a small bit of woods on top of the "hill" as it is called locally. Besides the pool, there are two garden ponds where we keep decorative fish, and a regular parade of various types of birds and even wild turkeys and deer.

26 Jul – 2 Aug

$412 NZD per night

Guesthouse in Boston

4.78 out of 5 average rating, 116 reviews

Boston’s Luxury Cellar Apartment, Comfy & Cozy

Enjoy our one bedroom studio in Readville amazing quiet neighborhood. 5 minutes away walking distance to Read Ville Commuter Rail. 9 Miles away from Boston Children’s Hospital. 8.5 Miles away from Boston Mayor Hospitals. 12.5 Miles away from Downtown Boston 9.7 Miles from Fenway Park

22–29 Jun

$237 NZD per night