Holiday rentals in Suffolk County

4.88 out of 5 average rating, 8 reviews

Flat in Quincy

Cozy KING BED Suite in Greater Boston Area

ROOF TOP LEVEL Entire Private Apt Suite in Beach City ❀ One Bedroom, One bath ❀ with: ♡ Only about 25min to Harvard Square, MIT, Freedom Trails, Boston Garden, Boston Harbor. A truly convenient location ♡ FREE 01 reserved PARKING space on our parking lot and additional free overnight street parking. ♡ Private Kitchenette ♡ MINUTES DRIVE TO ALL THE NEARBY BEACHES ♡ Countless of dining, hiking, shopping options, everyday eateries are within walking distant ♡ Minutes drive to Quincy Center Station

4.99 out of 5 average rating, 68 reviews

Apartment in Winthrop

The Day-Burrill-Wadsworth-La Voix House

The Day-Burrill-Wadsworth-La Voix House is located in Winthrop, MA in the North Shore of Boston. Super close to Logan Airport for your traveling needs. A Level 2 EV Charger is available! This renovated 3 Bedroom penthouse apartment features a private roof deck, off-street parking, sunroom, and free in-unit laundry! A safe, spacious, and serene space. A historic building, it was one of the first handful of homes in Winthrop... built in 1860 (but since converted to two apartments and renovated).

Superhost

Flat in Boston

4.67 out of 5 average rating, 3 reviews

54.4 Downtown. Theater district.

Enjoy a stylish experience at this centrally-located place. Perfect Boston location - steps from Boylston Station and the Boston Common Park - situated in the downtown Theatre District close to Chinatown & South Station - easy walk in any direction to reach shopping and historical tourist spots. Fast wifi. Smart TV. App operated Washer & Dryer in building's basement. Many Garage parking options -(parking suggestion - underneath the Boston Common). Listing is Just a few miles from the airport.

4.97 out of 5 average rating, 111 reviews

Cottage in Hull

Retro New England Cottage - walk to the beach!

This is a private and peaceful beach retreat close to all the action. The one-bedroom cottage is the oldest in the neighborhood and full of retro charm. The house is within walking distance of Nantasket Beach and is set back from the road in a large, quiet yard. Don't worry about beach parking—the driveway is big enough to park two cars. Hull has plenty of restaurants and activities. Grab a post-swim ice cream in the summer, or drive to the beach and watch the waves roll in during the winter.

4.89 out of 5 average rating, 676 reviews

Flat in Dorchester

2 bedroom 1st Floor Apartment in Savin Hill

This is a private apartment: living room, one bedroom with a queen size bed and 2 single bed 'Castro Convertibles' and one bedroom with a single bed, bathroom, fully equipped eat in kitchen, back porch and yard. Excellent access to public transportation, downtown area, and tourist attractions. Also suitable for longer stays. One of your hosts is a nurse and we would be happy to host travel nurses. Very convenient to MGH and Longwood Medical area. Please let us know if you are interested.

4.93 out of 5 average rating, 169 reviews

Private room in Medford

Cozy Room near Ball Square / Tufts U / Davis Sq.

The accommodations are in the 2nd floor unit of a house close to Tufts University. It's a 13 min walk to Davis Square T; 35 min to Kendall/MIT. This small, quiet 2nd floor guest bedroom has exclusive use of a bathroom. The room is great for solo guests needing a temporary stay in the neighborhood. There is one paid off-street parking space $10/night, availability is first come first serve. You MUST AGREE to install the August Smart Lock to access the premises. No physical keys.

4.97 out of 5 average rating, 62 reviews

Flat in Winthrop

Pleasant Place 2

This stylish place to stay is perfect for a single person or couple. It is a very beautiful space in a lovely 2 family, owner occupied home. Winthrop is a beautiful oceanside residential community situated at the entrance of the most beautiful harbors in New England. Winthrop offers small town suburban living, within minutes to Boston. We have public transportation to downtown Boston in about 20 minutes, Logan Airport in 15 minutes. We also have a Ferry Service to Boston.

Superhost

4.89 out of 5 average rating, 855 reviews

★ Sunny, Spacious & Modern ★ Cleaned & Sanitized!

Need a safe, clean, and comfortable place to stay? You’ve found it. Yes, we are currently hosting guests. You can book for a short or extended stay. PROFESSIONALLY CLEANED AND SANITIZED regularly. Our housekeepers are taking extra care to disinfect frequently touched surfaces between reservations. • MODERN, ULTRA-CLEAN WITH A TON OF SUNLIGHT • JUST 1 SUBWAY STOP AWAY FROM DOWNTOWN • ULTRA COMFY, LUXURY BED • AVAILABLE STREET PARKING • 5 MINS TO AIRPORT BY UBER

5 out of 5 average rating, 12 reviews

Flat in Winthrop

Boston in 15 Mins!

Stylish 1BR Near Logan & Ocean This stylish 1-bedroom apartment in Winthrop offers the best of both worlds—peaceful coastal charm and quick city access. Key Features: • 15 mins to Logan Airport, 15 mins to Boston • Steps from the beach & scenic harbor views • Modern & cozy space. • Easy access to public transit & ride-shares • Walk to local cafés & restaurants. Whether you’re here for business or a relaxing retreat by the water, this is the perfect spot.

5 out of 5 average rating, 17 reviews

Flat in Everett

Elegant Oasis with Pool and Gym

Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa

4.95 out of 5 average rating, 354 reviews

Private room in Winthrop

Shirley's Sea Breeze airport getaway 2 single beds

Our home is nestled in this charming seaside neighborhood close to Boston Logan Airport and close to down town Boston. We are delighted to be able to offer you a spacious private bedroom and access to our home. You’ll share my home with me (Shirley) and my two cats, Caleb and Otto. Come enjoy the front porch or back deck and take in the Salty air and harbor breeze we would be delighted to host you

Superhost

Private room in Winthrop

4.81 out of 5 average rating, 513 reviews

The House On Myrtle

Each room has great space with it's each individual character. We are 10 minutes from the airport. 20 minutes from boston. 5 minutes to the T stop and a minute walk to the bus. We are a half a block from the beach. Could you ask for more? There is easy street parking but it requires a sticker. I️ only have 2 available. It is first come first serve. If you are driving please ask.

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Popular amenities for Suffolk County holiday rentals

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Other great holiday rentals in Suffolk County

4.93 out of 5 average rating, 15 reviews

Modern Home - w/ Comfort Amenities

AlexandriaRating, 5 stars2 weeks ago

this is a wonderful place to stay and Alix is such a great host! can't wait to stay here again :)

Private room in Hull

4.81 out of 5 average rating, 175 reviews

Windsong-Beautiful Oceanfront Master Bedroom Suite

AudraRating, 5 stars2 weeks ago

Emily and I had a great time at Kate’s WindSong suite. We arrived around 6:30 in the evening and were greeted by Kate and River. She showed us around and everything was just as listed, very beautiful and comfortable. The views every morning were incredible! We ate at Jake’s Seafood the first night and Shipwrecked before getting on the ferry(excellent breakfast and kind and attentive staff). The island was very easy to navigate. The ferry was the best way to travel into downtown Boston and get to Quincy market, all the restaurants and the museums. We came back to the tranquil sea and ocean views every evening. We would definitely stay with Kate again!

4.88 out of 5 average rating, 8 reviews

Comfort Inn In my 3rd bedroom

인영Rating, 5 stars2 weeks ago

Janet was kind and her house is super cool

4.67 out of 5 average rating, 311 reviews

The Jazzy Airbnb

JinyoungRating, 5 stars3 weeks ago

I really enjoyed the stay. I stayed here to catch the transportation from the south station the next day. The room was clean and well maintained, although a bit old, although it was a bit difficult to move the suitcases as the room was located on the second floor. The neighborhood felt quiet and safe while walking 10 minutes from the metro station. The hosts are very friendly, responsive and do their best to help.

4.82 out of 5 average rating, 109 reviews

Free parking, 1 private room, 1 queen Bed

WesleyRating, 5 stars7 months ago

Overall everything has been incredible, Yedan, Jane and Ben are really friendly and welcoming and they do check on you to see if there is something you might need to feel more comfortable and at home, also offer recommendations to move around and enjoy your time, really great people, great experience and great place to stay.✨️

4.93 out of 5 average rating, 57 reviews

#2 "Top of the Hub" Bob Marley Room

MeroonaRating, 5 starstoday

I don’t have enough words to describe my experience with this house. I had come to this place in middle of night as my original booking had some issues. They immediately make arrangements for me. They were very accommodating, cooperative and took care of all I need. Place is much more beautiful than pictures. I will definitely once again if visit Boston.

5 out of 5 average rating, 12 reviews

Private room in Quincy

Priv Bdrm W. Quincy/ E. Milton

ElsaRating, 5 stars4 days ago

Didn’t get a chance to cross paths with William but he’s a great host! Very responsive and proactive. He was super nice and helpful from the get go. Had an issue with the shower drain and he attended to it immediately after I messaged him. His place was clean, and just as described and pictured. Made you feel right at home! I did appreciate his personal touch in the room : he left a little handy book with recommendations on what to eat, where to shop and how to get around the city. I thought that was very thoughtful of him! Would recommend 9.5/10. Be mindful if you don’t like cats as he has a big cat for a pet.