Condo vacation rentals in Brookline

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Top-rated condo rentals in Brookline

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Guest favorite

A modern kitchen is showcased with white cabinets and stainless steel appliances. Natural light filters through multiple windows, highlighting the open layout that connects to a dining area. Exposed beams add character to the high ceiling, enhancing the spacious feel.

Condo in Lakeside Marblehead

4.94 out of 5 average rating, 123 reviews

Luxury 2 Bed, 2 Bath, Plus Loft, Modern Condo

#Clean and modern, two bedroom, two bath, plus loft, 1,200 sq ft luxury condo in Downtown Marblehead. Sleeps 8. Convenient and centrally located, yet tucked away in a quiet courtyard. Short walk to Old Town, the Harbor, and Mid-town shops & restaurants. Fully equipped chef’s kitchen. New bathrooms with a tankless water heater for endless hot water. 55" HD 4K TV, FIOS & WiFi. Washer & dryer in unit. Large deck and private patio with gas grill. 3 car off street parking. 50 Amp J1772 EV charger.

Top guest favorite

A well-lit hallway features smooth hardwood flooring and walls painted in soft gray. Multiple doors with louvered designs provide access to storage spaces. Built-in shelves house clear glass items, enhancing the functional layout of the space. Light fixtures above illuminate the area, creating a welcoming entrance.

Condo in Lakeside Marblehead

4.99 out of 5 average rating, 101 reviews

Samuel Tucker House - Downtown Luxury 2 Bed Condo

Presenting the newly restored Samuel Tucker House. Located in the heart of Marblehead's downtown and walking distance to local shops, restaurants and beaches, this bright and charming newly renovated 2 bedroom and 2 bath condo is a masterful blend of historic detail and modern design. Amenities include a private entrance, open concept living and dining areas that connect to a nicely appointed kitchen, fireplace, workspace, washer/dryer, central A/C, exterior dining area, and dedicated parking.

Guest favorite

Condo in North End

4.93 out of 5 average rating, 123 reviews

Boston Harbor View!Free Parking!North End 3 bed

Modern 3 bedroom North End Waterfront condo with direct views of Boston Harbor.PARKING INCLUDED...rare find in Boston!Watch the ships pass by out our large 3 living room windows as you enjoy your morning coffee.Contemporary meets old world in this bright, spacious apartment with open concept kitchen and living room with high ceilings & exposed brick throughout.The condo is in a very typical, old school 2 story stair walk up Brick building and the unit has been renovated. 1 block from Hanover.

Top guest favorite

A welcoming patio area features two round tables with chairs, positioned near the entrance. A cozy blue sofa sits beside them, inviting relaxation. The view transitions to the ocean and distant shore, while soft clouds drift above, creating a tranquil atmosphere.

Condo in Winthrop

4.99 out of 5 average rating, 180 reviews

Truly Ocean-Front!: Spacious Family Home + Pets

Truly ocean-front! Don’t be fooled by Winthrop listings of side-street homes. This is an entire 1st floor unit with a private entrance. In an owner-hosted, classic triple-decker home with normal family/town sounds. Pro-cleaned and pet-friendly. Adjacent to Boston by car, ferry/transit. Family time with everything you need. Enjoy our rocky beach or walk a few blocks north to the sandy, lifeguarded stretch. Cafés and restaurants are walkable, and groceries deliver. Quiet hrs: 10pm-7am for all.

Top guest favorite

An expansive view of the harbor is captured, showcasing numerous sailboats anchored in the water. Lush green grass and wooden benches frame the scene, with a flagpole standing nearby. A large tree casts shade on the area, contributing to a peaceful atmosphere.

Condo in Lakeside Marblehead

4.99 out of 5 average rating, 174 reviews

Harbor Hideaway

A uniquely detailed single-floor unit in a 2 unit house featuring a large kitchen/dining room, living room, and a private cozy veranda. Queen Bedroom & additional sleeping for 2 with a deluxe air mattress. This space is perfect for couples, families with young children, or a single person. Only one dog allowed no cats. This unit is on the lower floor of a two-family house occasionally you can hear steps from the upstairs. PLEASE note parking on site is very tight small cars compact SUVs only.

Top guest favorite

Condo in Roslindale

4.92 out of 5 average rating, 219 reviews

Spacious 5BR Condo w/parking near METRO

Beautiful two floor 5 bedroom condo in a quiet, residential neighborhood of Boston. Two blocks from the trains (T & Amtrak), easy access to Boston's many colleges and universities. Walking distance to cafes and parks. The home is located in the Forest Hills neighborhood of Jamaica Plain (Boston). 15-minutes to Backbay and 20-minutes away from Downtown via the T (trains). Parking available for two mid-sized cars (Driveway parking in tandem). No bigger than a Toyota RAV4, for reference.

Guest favorite

A modern bathroom is presented, featuring a sleek gray vanity with a circular mirror. A walk-in shower is enclosed with patterned glass, while stylish lighting fixtures hang above. The space is complemented by neatly arranged towels and a black and white decor that enhances its contemporary feel.

Condo in East Boston

4.95 out of 5 average rating, 239 reviews

CITY APARTMENT NEAR AIRPORT

🏙️ City Apartment Near Airport Station - New Listing! 🏙️ Experience luxury living in this private one-bedroom apartment, ideally situated just one block from the Airport Station. Enjoy easy access to Boston's vibrant attractions, including: Public Library: Just three blocks away, perfect for a quiet afternoon. Bremen's Park: A beautiful green space for relaxation and outdoor activities. Shopping Centers & Trendy Restaurants: Explore a variety of dining and shopping options nearby.

Guest favorite

A modern kitchen features a central island with natural wood cabinetry and a sleek marble countertop. Pendant lights hang above the island, illuminating the space. A stainless steel dishwasher and sink are integrated, complemented by stylish dinnerware arranged for dining.

Condo in East Boston

4.92 out of 5 average rating, 143 reviews

Luxury apt w/ sauna & deck | by airport, downtown

Welcome to your private oasis just minutes away from Logan Airport AND Boston's bustling streets. Start your day with a walk along the water, then enjoy all that Boston has to offer right nearby. 1 min. walk to the waterfront 5 min. walk to Logan Airport 10 min. Uber (or 1 MBTA stop) to Downtown Boston PARKING IS DIFFICULT: - If you’re coming during the week, parking can be hard to navigate - If you MUST bring a car, do not arrive in the evening or you may not find a spot

Top guest favorite

An open-concept living area is visible, featuring a modern dining table surrounded by chairs on a textured rug. A kitchenette is equipped with sleek cabinets and appliances. Natural light floods the space, highlighting wooden flooring and an art piece on the wall.

Condo in Salem

4.96 out of 5 average rating, 160 reviews

Downtown Salem - Park & Play Modern 3 Bedroom Unit

With off street parking , park your car and play! Located in the center of downtown Salem, steps from restaurants, shopping, museums, haunted happenings and commuter rail, enjoy all that Salem has to offer. A quick walk to the commuter rail gives you access to Boston, Rockport and Newburyport. Or take a 3 mile drive that lands you in historic Marblehead. Located on the 2rd floor this Condo is convenient and private -Enjoy central AC, high speed WiFi & smart tv.

Superhost

A private rooftop deck is featured with two wicker chairs adorned with red cushions, positioned around a small table. Lush green trees and city skyscrapers create a scenic backdrop, highlighting the vibrant urban environment.

Condo in Downtown Boston

4.89 out of 5 average rating, 123 reviews

North End/TD Garden Condo w/Rooftop Deck

Your own condo in the heart of Boston’s historic North End. Walk to Quincy Market, the Aquarium, the Greenway, TD Garden, Harborwalk and more. Steps away from dozens of eateries, the Old North Church and the Freedom Trail. Private rooftop deck, full kitchen and bath, sleeps three, basic cable and wireless. There are no doors but there are different areas of this space, two rooms separated by a galley kitchen. Fourth floor walk up and well worth the climb.

Guest favorite

A bright living area features large windows with blinds, allowing natural light to fill the space. Two stylish chairs are positioned near a wooden coffee table, complemented by a TV unit with a small plant. A framed black-and-white photograph adds a touch of character to the wall.

Condo in Beacon Hill

4.97 out of 5 average rating, 301 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.

Superhost

A modern kitchen features white cabinetry with a gray island and two black bar stools. Stainless steel appliances, including an oven and refrigerator, complement the light countertops. Pendant lights hang above the island, illuminating the space, while natural light streams through the window.

Condo in East Boston

4.89 out of 5 average rating, 136 reviews

Luxury Condo in Boston w/ backyard & parking

2 bedroom 1 bath condo with 1 parking spot, backyard, private outdoor deck and 2 private entrances. Located in East Boston, this condo is a 5 minute drive away from the airport and a 5 minute walk from Constitution Beach. This upscale suburb is a 10 minute drive from downtown Boston and a 10 minute walk from the T (Boston Subway). Located in a residential neighborhood, home to renown Italian and Latin restaurants.

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What guests are saying

Cozy Back Bay Boston Retreat!

4.96 out of 5 average rating, 451 reviews2 weeks ago

Beautiful 1st-floor flat in Back Bay. Quiet tree-lined brownstone street - very Boston. Interesting setup and cute little apartment, but keep in mind it's 2 beds and that is the only sleeping arrangement possible (e.g. no couch-sleepers). Was very helpful to have the TV enabled, so we didn't have to login to every streaming app ourselves. GREAT location and very clean.

Condo in Back Bay

What guests are saying

Modern Boston Condo - Assembly Row

4.9 out of 5 average rating, 49 reviews1 month ago

Really enjoyed our stay in this lovely condo! Our host was extremely helpful and quick to reply to any queries and even accommodated us with a late checkout with our late flight! It is very close to the Orange line which made travel extremely easy and right in the middle of plenty of great shops snd restaurants! The condo was just as described and would highly recommend staying here!

Condo in Somerville

What guests are saying

Luxe Historic Elegance Overlooking Thompson Square

4.96 out of 5 average rating, 112 reviews3 weeks ago

We LOVED our stay. I gasped when I first laid eyes on the interior of the apartment--the photos do not do it justice. I turned and said to my friend that I could believe myself in a Parisian pied-à-terre. It was elegant and beautiful AND comfortable. We cooked several delicious meals in the first-rate kitchen. Whole Foods is literally across the street and my friend appreciated the even-closer Starbucks a lot. The subway is 0.4 miles away and made traveling to and from TD Garden--we were there for World Figure Skating Championships--really easy. Also, Kristen is a terrific host--fast and clear communications. I'm already missing our time there!

Condo in Charlestown

What guests are saying

Stunning South End 1BR - private roof deck

4.9 out of 5 average rating, 136 reviews2 days ago

Great neighborhood, plenty of restaurants, walking distance to everything needed. Walked to Fenway for the Red Sox game. The apartment was nice and clean, easy to get in. Instructions were clear and concise. The rooftop is an added bonus!! Would stay again if I go to Boston.

Condo in Back Bay

What guests are saying

NEW 3 BR South End Duplex with A/C in the city!

4.98 out of 5 average rating, 126 reviews3 weeks ago

The apartment is in a perfect location very close to public transportation. There are a lot of cute cafés and bars around. The neighborhood was very residential and quiet. We felt very safe the entire time. The host was easy to communicate with, and I’d recommend staying here.

Condo in South End

What guests are saying

Large 1+bed in historic Charlestown, Boston!

4.97 out of 5 average rating, 119 reviews1 week ago

Perfect stay for our week in Boston. Jennifer’s place was beautifully decorated, cozy and warm, with ample amenities. Walking distance to public transportation and a small downtown with restaurants. Jennifer was responsive and friendly. We appreciated that she lives in the upstairs unit. We would stay here again and highly recommend.

Condo in Charlestown