Apartment vacation rentals in Winthrop

4.99 out of 5 average rating, 173 reviews

Apartment in Billerica

Air Bee-n-Bee Hive– Unique Themed Creative Retreat

Plan a unique and memorable stay at the Hive, a bee-themed apartment in a Boston suburb 21.1 miles from the city. Delight in the charming honeybee-inspired décor. Relax on the patio and enjoy the nearby chickens and geese – and especially their fresh eggs. You’ll love the entertainment options – 100s of free movies plus cable TV and access to streaming channels. Everything you need is here, from a full kitchen with a coffee bar to EV charger. Got work? A workspace and super-fast Wi-Fi await you.

4.75 out of 5 average rating, 137 reviews

A spacious sleeping area features a bed with a neutral white bedspread. Bedside tables with lamps are positioned on either side of the bed. Natural light filters through sheer curtains, illuminating the hardwood floors and an area rug with a subtle pattern.

Apartment in East Boston

Studio in East Boston #1

Peaceful and comfortable studio located in East Boston, Ma! It is located 10 mins away from the airport and 15 away from downtown Boston. It is also a 2 min walk from the train station. Guest will have full access to this studio which offers a bedroom, bathroom and kitchen area. Airport train station (10 mins), free shuttles to terminals. Kids under 3 years old don’t count as a guest. We offer a pack n play with a mattress! There is NO SMOKING inside the apt or hallways, fine will be charged.

A vibrant flower pot filled with colorful flowers is positioned near a sparkling saltwater pool. In the background, ocean views are visible, complemented by lounge chairs and a hot tub. Gentle water splashes from the pool add a lively touch to the serene setting.

4.96 out of 5 average rating, 265 reviews

Oceanfront Pool. Close to Boston. Free Parking.

Enjoy a relaxing & tranquil beach setting while having quick access to Boston and all it has to offer. Stunning ocean views can be seen from our seasonal saltwater pool and all-season hot tub (exclusive during your stay). We are 4 short miles from Boston & public transportation is easily accessible. Winthrop is a welcome relief from the hustle and bustle of the city, where you can come "home" and wind down to the sound of ocean waves, seaside birds, gorgeous sunrises, and beautiful moon rises.

4.87 out of 5 average rating, 550 reviews

The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.

Apartment in Newtonville

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Apartment in East Cambridge

A modern living area features a comfortable gray sofa with an orange cushion, complemented by a sleek coffee table. Natural light enters through the glass door leading outside, and framed artworks adorn the walls, enhancing the minimalist aesthetic.

4.92 out of 5 average rating, 362 reviews

Newly Renovated & Oh-So-Convenient!

On the lower level of a beautiful Victorian home, this one-bedroom apartment is completely new construction with loads of amenities and a fun, modern vibe. Excellent location in trendy, quaint East Cambridge. Get anywhere fast! Short walks to MIT/Kendall Square/Biotech, the Museum of Science, the Charles River, and the red and green subway lines, which allow quick access to Harvard, MGH, and historic Boston. The neighborhood is full of life with restaurants and cafes, yet our street is serene.

4.96 out of 5 average rating, 149 reviews

A spacious bedroom features a large bed dressed in white sheets and a light blue blanket. Nightstands with lamps are positioned on either side of the bed. A subtle area rug adds warmth, while a painting hangs on the wall, complementing the calm color scheme.

Apartment in Beachmont

Spacious 3 Bedroom Apartment with King Bed

Family friendly, walk-out basement style apartment close to everything! Clean and safe neighborhood. A 10 minute walk to two beaches: Revere Beach - America's first public beach & Short Beach - a neighborhood favorite. 5 minute walk to Beachmont T station and bus lines - 15 minutes to Downtown Boston! 10 minute drive to Logan or 20 minute drive to the Casino. 25 minute drive to Salem. Walkable to an Italian Bakery, Dunkin Donuts and Starbucks as well as a number of restaurants and eateries.

4.9 out of 5 average rating, 115 reviews

Apartment in Charlestown

Lux 2BR Apt w/ Pool and Gym

Welcome to your perfect getaway! Our space combines the comforts of home with luxurious amenities to make your stay truly special. Highlights: • Conveniently close to Downtown Boston • Meticulously deep-cleaned before every stay • Complimentary gourmet coffee, fresh linens, and premium bathroom essentials • 24/7 access to a state-of-the-art fitness center • Modern yoga studio and high-tech training equipment • Experience the charm of Somerville while enjoying hotel-quality amenities at home.

4.96 out of 5 average rating, 167 reviews

A spacious living area with a plush sectional couch in a neutral tone, centered around a coffee table, invites relaxation. Large sliding glass doors frame panoramic ocean views and provide natural light. A modern gas fireplace and stylish decor enhance the cozy atmosphere.

Apartment in Beachmont

Beachmont Guest Suite

Experience tranquility in our modern guest suite with stunning ocean views and a private deck overlooking the Atlantic. Wake up to breathtaking sunrises and relax by the cozy gas fireplace. Features a fully equipped kitchen with island seating, a comfortable queen bed, a plush sectional couch, and a luxurious bathroom. Just minutes from Boston, enjoy beachfront living—ideal for romantic getaways, peaceful retreats, or business travelers. Book now to experience the best of beachfront living!

4.93 out of 5 average rating, 176 reviews

An air hockey table is centered in a bright, modern room. The table's glossy surface features distinct markings for gameplay. To the side, a simple plant and a decorative white vase complement the clean aesthetic of the space.

Apartment in Lynn

Modern & Cozy close to Airport/Boston/Salem

New & Modern, Close to the beach , 15 minutes to the airport & BOSTON. Close to the beach, Salem, & Boston. 3 minutes away from the commuter rail 5 People can comfortably stay here. 3 minutes away from the commuter rail 10 minutes away from Salem 15 minutes to the Airport Several basic amenities included like snacks, water, mouthwash, toothbrushes, toothpastes, etc. Washing and Drying machine are included in the stay. Free Parking (Private Driveway) Smart TV with Netflix access included

4.89 out of 5 average rating, 227 reviews

The spacious living room features hardwood floors with an orange accent wall and contemporary artwork. A comfortable sofa and decorative throw blankets are arranged around a coffee table adorned with seasonal decor. A faux fireplace adds a decorative touch, while a small bench provides additional seating.

Apartment in Beachmont

Stunning Oceanview-4 Train Stop Logan Airport

Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.

The exterior of a two-story blue house is presented, featuring a brick facade and multiple windows. A covered porch with stairs leads to the entrance, surrounded by neatly trimmed shrubs. Sunlight illuminates the scene, highlighting the clear blue sky.

4.75 out of 5 average rating, 194 reviews

The Price is Right Boston Airport Beach Park Free

Private spacious 1 bedroom 1 bath attic apartment with new rug/paint/ac. Nice little skyline view of Boston in a beautiful safe quiet residential neighborhood. Great place to rest your head or use as a base to Boston The Encore Casino Salem & beyond! Bedroom comfy mattress/sheets 55” Smart TV blackout shade ceiling fan nightstands lamps 2 chairs Living Areas sofa bed 55” Smart TV sitting chair table 2 chairs/lamps Kitchenette fridge microwave Keurig toaster oven dishes silverware glass

4.93 out of 5 average rating, 427 reviews

A spacious living area is furnished with a dark sofa, a decorative wall art piece, and a round coffee table. Bar stools are positioned near the kitchen, which is visible in the background. Natural light enters through windows covered by green curtains.

Apartment in Dorchester

Apartment 1BR mins from JFK/UMASS free parking

Airbnb Superhost offering meticulous and spacious 1 bedroom 1 bath, queen bed plus sleep sofa and airbed (please request it when booking). Free street parking or in the driveway, free laundry, full kitchen, hardwood and tile floors. Wireless internet, smart TV. 10 min walk to Red Line JFK/UMass station and Savin Hill station. Free parking on the street or in our driveway. Well kept front yard and back yard with porch, chairs and table.

Popular amenities for Winthrop apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

The dining area features a rectangular table surrounded by six chairs, complemented by a gray sofa nearby. A chandelier hangs overhead, while two large windows provide ample natural light to the room. A living space is visible in the background.

5 out of 5 average rating, 18 reviews

Sunny 2br appt close to Boston/Airport/Beaches.

4.89 out of 5 average rating, 95 reviews

A spacious living area features an exposed brick wall, wooden flooring, and ample natural light from skylights above. A small dining table and two bar stools are positioned near the modern kitchen, which includes essential appliances. Unique pendant lighting adds character to the room.

Apartment in Cambridge

Renovated 1-Bed w/ private deck

The exterior of a stylish two-family home is depicted, featuring a welcoming porch with white railings and a neatly landscaped front yard. Flowering plants, small trees, and a paved pathway lead to the entrance. The upper floor includes strategically placed windows, allowing natural light to filter in.

4.98 out of 5 average rating, 87 reviews

Pleasant Place 2

A bright living area showcases a navy blue sofa, flanked by two armchairs featuring decorative pillows. A wooden coffee table sits center stage on a patterned rug. Wall art in warm tones adds a pop of color, complemented by two table lamps on either side.

4.94 out of 5 average rating, 64 reviews

New England Charm - Minutes From Boston

An open living area features warm wood floors and neutral-colored walls. A large dining table is surrounded by white chairs, with a light fixture above. A television is mounted on the wall opposite a comfortable sofa, complemented by a decorative plant and a textured area rug.

4.9 out of 5 average rating, 40 reviews

Charming condo steps from beach

The living room features a spacious dark sectional sofa with a leopard-print accent, positioned on polished hardwood floors. A large projection screen displays colorful images on the wall, while glass doors lead to the private deck, allowing for natural light and ocean views.

4.96 out of 5 average rating, 24 reviews

Boston Beach Pad Logan Airport

The living area features a modern gray sofa paired with a mustard armchair, surrounded by wall art and warm lighting. A circular coffee table sits in the center of the space, complemented by a television mounted on the wall and a decorative plant nearby.

4.95 out of 5 average rating, 44 reviews

Top 5% Stay | 3-Min to Beach & Train | Hotel Beds

4.92 out of 5 average rating, 24 reviews

Marian place

Private apartment rentals

4.95 out of 5 average rating, 282 reviews

A modern kitchen is visible, featuring stainless steel appliances, including a gas stove and a large kitchen sink. A dining table made of dark wood is surrounded by red metal chairs, providing a casual dining option. Natural light fills the space through a large window.

Apartment in Wollaston

Luxury, Location, Privacy. Walk to train. Boston

The kitchen showcases dark wood cabinetry paired with granite countertops, featuring a stainless steel refrigerator and oven. A mosaic backsplash adds a touch of color, while a table with a floral tablecloth provides a casual dining space. Natural light floods the area through the window.

4.89 out of 5 average rating, 528 reviews

-2 Traditional 3 BR/2 Bath/Prkng By Arprt/Bos

4.96 out of 5 average rating, 184 reviews

A scenic view of the city skyline is captured from a waterfront promenade, with bright sunlight reflecting off the water. A curved brick pathway leads towards the railing, showcasing the expansive skyline of modern buildings in the distance.

Apartment in East Boston

Nxt to ocean, 5 min dntwn by T

Apartment in North Quincy

The living area features a comfortable gray sofa paired with wooden coffee tables. A mounted TV is positioned on the wall opposite the seating, while blue chairs surround a dining table. Artwork and stored towels enhance the inviting atmosphere of the space.

4.99 out of 5 average rating, 146 reviews

Quincy Beach Home Next to Boston & T, Free Parking

4.96 out of 5 average rating, 138 reviews

An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.

Apartment in Ashmont

🎖The Ashmont Suite | Close to Subway + Downtown🎖

4.86 out of 5 average rating, 14 reviews

Apartment in East Boston

Monthly Skyline Apartment

4.9 out of 5 average rating, 921 reviews

A micro studio space features a wall-mounted television positioned near a built-in bookcase. Natural light enters through two large windows, illuminating the minimalist decor and a cozy, spacious bed with crisp white bedding. A small white table and chair enhance the functionality of the room.

Apartment in Fort Hill

AKBrownstone: cozy private studio by T

4.86 out of 5 average rating, 105 reviews

A living area features hardwood floors and large windows allowing natural light. A vintage television stand hosts a flat-screen TV, while a green chair and brown armchair provide seating. A cream ottoman sits in front of a small coffee table, and a decorative fireplace adds character.

Apartment in Danvers

Danvers 1800's Home Apartment

Apartment rentals with a hot tub

Apartment in South Boston

The kitchen features modern cabinetry and high-end stainless steel appliances, including a refrigerator and microwave. A dark countertop extends to a breakfast bar with two white stools. Warm hardwood floors and soft overhead lighting create an inviting cooking space.

4.92 out of 5 average rating, 74 reviews

South Boston. Minutes away from Convention Center

4.93 out of 5 average rating, 185 reviews

A private outdoor area features a spacious hot tub surrounded by wooden walls and deck flooring. Soft lighting is provided by string lights overhead. A small table sits nearby for convenience, and a patterned rug adds a touch of comfort to the space.

Apartment in Woburn

Your Cozy 1 BR Apt & Relaxing Retreat

4.75 out of 5 average rating, 4 reviews

Apartment in Woburn

c. 1850 Farmhouse 8mi. from Boston-close to Salem

A well-lit common area features a billiards table at its center, surrounded by comfortable seating. Large windows allow natural light to fill the space, accentuating the hardwood flooring and a decorative rug. A bookshelf showcases a variety of items and books, adding character.

4.81 out of 5 average rating, 27 reviews

Step Into Spacious Vintage Charm in West Revere

5 out of 5 average rating, 5 reviews

Apartment in Chelsea

4Bed AP/5 min walk to T-Logan- downtown to Boston

4.98 out of 5 average rating, 204 reviews

A single-story home is set amidst lush greenery, showcasing a stone-accented facade and a spacious driveway. Skylights adorn the roof, and the property offers views of the adjacent lake, creating a serene lakeside atmosphere.

Apartment in Arlington

Lakeside apartment, patio, hot tub, outside shower

4.54 out of 5 average rating, 145 reviews

A jacuzzi is positioned on a deck overlooking the water, with gentle waves reflecting the golden hues of the sunset. The serene horizon is adorned with distant shoreline silhouettes, creating a tranquil waterfront setting.

Apartment in Nahant

Cozy Waterfront Home with Jacuzzi and Fireplace