Holiday houses in Downtown

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Top-rated holiday rentals in Downtown

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Condo in Beacon Hill
4.96 out of 5 average rating, 123 reviews

Charming and Historic Apartment

Located in the heart of the historic Beacon Hill neighborhood, this cozy apartment is on the first two floors of a four-story brick townhouse. Tucked away on a European-style gated courtyard, the apartment is incredibly quiet and private, and only steps away from the shops, restaurants and public transportation of Charles Street and Cambridge Street. The well equipped kitchen has been recently renovated with free in unit laundry, bar, adjacent patio. Also WFH station and gas fireplace.

Superhost
A well-lit bedroom features a spacious bed dressed in crisp white linens, flanked by small bedside tables with lamps. Large windows provide natural light and views of the surrounding area, while the soft blue walls create a calming ambiance.
Condo in South Boston
4.87 out of 5 average rating, 122 reviews

Penthouse 2 Beds /2 Baths luxury in South Boston

Kick back and relax in this calm, stylish space. You won’t even feel like you are in the center of the city . Everything you need is within a walking distance , bars , coffee shops and many restaurants to choose from. Top floor unit, private balcony with 2 full bedrooms & 2 full bathrooms on opposite sides of the house makes traveling in groups much more comfortable. Brand new build 2023 , this is a hotel like stay professionally managed but with the comfort of a home away from home

Top Guest favourite
The living room features a dark sofa with teal accent pillows, complemented by a wooden coffee table. A light fixture hangs from the ceiling, and natural light fills the space through large windows. A small dining table with two chairs is visible, enhancing the cozy layout.
Condo in Beacon Hill
4.97 out of 5 average rating, 339 reviews

Gorgeous Beacon Hill 1BR | 1BA

Come stay at our lovely condo in the heart of Boston's most desirable neighborhood, Beacon Hill! Our newly renovated 1 bedroom | 1 bathroom condo comfortably sleeps three adults and comes with everything you need for an enjoyable stay. Whether you want to walk the Freedom Trail, visit a relative at Mass General, or shop on Newbury St, you will find it all within walking distance. You could not be more centrally located to take in all the city has to offer.

Top Guest favourite
A spacious sleeping area is shown featuring a metal frame bed with a blue checkered bedding set. Dark wood furniture, including matching cabinets and a mirror, complements the room. A door to the right provides access to the unit, while a paddle board hangs on the wall.
Apartment in Back Bay
4.96 out of 5 average rating, 505 reviews

Cozy Back Bay Boston Retreat!

There is not a better location in the city with quick and easy access to everything Boston has to offer, as well as the neighboring communities. You will find the space to be a little sanctuary away from the hustle and bustle of city life whether you are in Boston for work or leisure. Much like rest of Back Bay, the space and finishes have a Victorian era feel with some updates made throughout the decades. I hope you can relax and feel at home!

Top Guest favourite
A bright bedroom features a spacious bed with a patterned blue and white coverlet. Natural light enters through two windows, complemented by circular and square artwork above the headboard. A small table lamp and a side table add functionality to the inviting space.
Apartment in East Cambridge
4.97 out of 5 average rating, 281 reviews

Sunny & Spacious w/FREE parking near Kendall/MIT

Sunny, immaculate & special apartment located in Kendall/E. Cambridge w/700 sq. ft and free parking. This 3rd floor, wood and nature inspired space is perfect for anyone seeking a productive & comfy setting. Welcome basket, plush bedding, & wifi w/separate work space included. Walking distance to Kendall & Lechmere trains. Steps from vibrant Kendall Sq., MIT, Galleria Mall, MOS, Charles River & lots of restaurants.

Guest favourite
Apartment in Beacon Hill
4.86 out of 5 average rating, 442 reviews

Beacon Hills Studio next to State house

Come stay at our lovely studio in the heart of Boston's most desirable neighborhood, Beacon Hill! Whether you want to walk the Freedom Trail, or shop on Newbury St, Surrounded by brownstones, coffee shops, and locals, you’ll feel right at home in this community. Steps away from the State House, MGH, and the Boston Common, You could not be more centrally located to take in all the city has to offer.

Top Guest favourite
A pair of large, double doors with a rich, textured surface stands prominently in the background. The doors are flanked by warm, wooden floors and a light-colored sofa adorned with decorative pillows. A vibrant area rug adds color to the setting.
Condo in Downtown
4.97 out of 5 average rating, 185 reviews

Downtown Loft Boston - Close to everything

Spacious loft in Downtown Boston, Historic District, with high ceilings, large windows, original wooden floors, private bedroom area-queen bed, also sofa in living room can become a pull-out double size bed. The bathroom is with shower and tub, a complete kitchen, and laundry room. The unit also offers the highest speed available in the area -1 gig internet access and 55" smart TV.

Superhost
Condo in Boston
5 out of 5 average rating, 4 reviews

6 Luxury North End Condo Free Valet Walk to Harbor

✨Top Rated 🏆 in BOSTON!✨ NEW fully-renovated Condo in the North End of DOWNTOWN Boston! No place like this & 3,000 sf! Across the street from the Aquarium, Boston Tea Party Museum, Faneuil Hall, Greenway Pk + more. 0.15 miles to the T. FREE 24/7 Valet (1 space). 3 King & 3 Queen NEW beds, furnishings + appliances! Location is in North End Boston/Financial District.

Guest favourite
Apartment in Boston
5 out of 5 average rating, 11 reviews

Stylish Boston Getaway | Rooftop & Fireplace

Welcome to your Boston retreat! This stylish 1-bedroom on a charming cobblestone street offers comfort and unbeatable walkability. Enjoy the quiet Bay Village residential feel while being just steps from the Back Bay, South End, Chinatown and Theater District. Start your day with coffee on the shared rooftop or unwind by the fireplace after exploring the city.

Top Guest favourite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Condo in Jamaica Plain
4.89 out of 5 average rating, 577 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

Guest favourite
The living room features a U-shaped sofa with a light-colored throw blanket, a decorative fireplace, and a 60” flat-screen TV. A wooden table and two armchairs create a cozy conversation area, while a piece of wall art depicting sailboats adds visual interest to the space.
Apartment in North End
4.92 out of 5 average rating, 345 reviews

North End 2 BR | 1 BA Duplex in Little Italy

Newly renovated 2 Bedroom | 1 Bath garden-level duplex is located in Boston's historic North End. This spacious 850 sqft condo is located on the ground floor and basement and offers central A/C, brand new kitchen and bath, lots of space, and new hardwood floors. We are steps to the waterfront and to all the great Italian restaurants!!

Top Guest favourite
An open living area features a gray sofa facing a television on a low console. A wooden dining table with stylish chairs is positioned near the windows, which are dressed with light-colored curtains that allow natural light to fill the space.
Loft in Downtown
4.98 out of 5 average rating, 266 reviews

King Bed Loft in the Heart of Downtown Boston

Welcome to our spacious, open-concept loft in the heart of downtown, just a 4 minute walk to Boston Common and the start of the Freedom Trail. Close to the Public Garden, Theater District, Beacon Hill, North End, Back Bay, Harborwalk and more! Enjoy the newly tiled bathroom and a super comfortable king bed with 100% cotton linens.

Popular amenities for Downtown holiday rentals

When is the best time to visit Downtown?

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Avg. price$244 NZD$244 NZD$311 NZD$358 NZD$402 NZD$429 NZD$405 NZD$408 NZD$402 NZD$487 NZD$336 NZD$259 NZD
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Quick stats about holiday rentals in Downtown

  • Total holiday rentals

    Explore 1,030 holiday rentals in Downtown

  • Verified guest reviews

    Over 53,560 verified reviews to help you choose

  • Family-friendly holiday rentals

    300 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 460 rentals that welcome pets

  • Holiday rentals with a pool

    40 properties feature pools

  • Rentals with dedicated workspaces

    670 properties have a dedicated workspace

  • Wi-Fi availability

    1,030 of Downtown holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Downtown rentals

  • 4.6 Average rating

    Downtown stays receive an average rating of 4.6 out of 5 from guests

  • Nearby attractions

    Downtown's top spots, include Boston Common, New England Aquarium, and Boston Public Garden

Destinations to explore

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  6. Downtown