Vacation rentals in Chelsea

Find and book unique accommodations on Airbnb

Quick stats about vacation rentals in Chelsea

  • Total vacation rentals

    Explore 240 vacation rentals in Chelsea

  • Nightly prices starting at

    Chelsea vacation rentals start at G$8,368 GYD per night before taxes and fees

  • Verified guest reviews

    Over 17,550 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wi-Fi availability

    240 of Chelsea vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chelsea rentals

  • 4.8 Average rating

    Chelsea stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Chelsea

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

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Guest favorite
Home in Revere
4.95 out of 5 average rating, 20 reviews

Modern 2BR Getaway Near Revere Beach

Experience elevated comfort in this beautifully designed 2-bedroom retreat in Revere, MA. This modern home features curated décor, elegant furnishings, and bright, open living spaces that create a calm, upscale atmosphere. Enjoy plush bedrooms, a stylish dining area, and a cozy lounge perfect for unwinding in comfort. Ideally located near Revere Beach with easy access to Boston & Logan airport, this house blends luxury and convenience for an exceptional stay. Kindly read additional house rules

Top guest favorite
Home in Chelsea
5.0 out of 5 average rating, 16 reviews

Theatre | Arcade | Pool w. Free 3 Car Parking

Experience The Chelsea Retreat, your private escape with free parking for up to 3 cars and an average 15 minute drive to Boston’s top attractions! Enjoy a cinematic night with a 150” 4K theatre and immersive surround sound, challenge friends in the arcade with foosball, pinball, and classic arcade games, or unwind beneath the gazebo before floating the day away in the pool. Shoot hoops, fire up the BBQ, or retreat to a quiet, dedicated workspace. Luxury, fun, and convenience all in one place.

Superhost
A living area featuring a light-colored sofa with plush cushions is positioned against a white wall. A large window with sheer curtains allows natural light to illuminate the space. A decorative area rug lies on the hardwood floor, with a potted plant nearby and a flat-screen TV on a white console.
Apartment in Chelsea
4.63 out of 5 average rating, 27 reviews

Central 1BR Apt 10 mins to BOS & Airport, Near Bus

Welcome to our ground level spacious Chelsea condo w/ parking! We are 10 mins from Logan, 13 min Driving, & 20 min Bus Ride (apt is in front of 111 express bus) from the heart of Boston! Go north 30 min & you'll be in Salem, & Cape Ann to see quaint New England towns. Our place is a simple abode, priced affordably for all to explore Boston. We try offer a comfortable & convenient base for venturing into the city with free parking, washer & dryer in building, tv, wifi and a full kitchen.

Guest favorite
Apartment in Medford
4.98 out of 5 average rating, 301 reviews

Hipster Basecamp | Fireplace • Views • Parking

Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)

Superhost
A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.
Home in Chelsea
4.83 out of 5 average rating, 425 reviews

10 minutes to Airport-Boston-Casino (2G)

(2G)=Your place is on the 2nd floor and your color code is Green. Do Not include it to the address when you navigate to us. We have a beautiful victorian house built in 1858, owned by our family in 1911, big spaces and high ceilings are a blessing! You can stay here with your family and kids, we have a play room with some toys for fun, a living room, a bedroom and a private full bathroom with a pressure shower. Chelsea is a nice quiet place with a lot to offer.

Apartment in Chelsea
4.7 out of 5 average rating, 44 reviews

Modern Apt Near Airport | 7 Min to Downtown

A modern apartment just minutes from Logan Airport with fast access to downtown Boston in under 10 minutes by car. A mile away from America's first public beach: Revere Beach. Easy access to Boston and major highways. No unregistered guests on property at any time besides reservation request. ANY ATTEMPT OF A PARTY/GATHERING OF ANY KIND (birthday/house/event) or SMOKING will result in an immediate on site termination of stay with NO REFUND and a fine of $300.

Guest favorite
Apartment in Chelsea
4.8 out of 5 average rating, 15 reviews

2Bed AP/5 min walk to T /East Boston LoganAirport

Welcome to your East Boston getaway! This bright, modern 2bed/1bath offers comfort and convenience. Just a 5minute walk to the Blue Line for quick access to downtown and Logan Airport. Enjoy stylish décor, cozy living spaces, and nearby city charm. Professionally cleaned and fully stocked for a worry-free stay. Parking available in the SpotHero app. Minutes from top venues about 45 minutes to Gillette Stadium, 10 to TD Garden, and 20 to Fenway Park.

Superhost
A living area is presented with a wall-mounted television and a small wooden table. A light-colored armchair and a decorative plant enhance the space. Dark curtains frame a window, and a patterned rug adds texture to the dark hardwood floor.
Apartment in Revere
4.89 out of 5 average rating, 117 reviews

Apartment in Revere near the airport

Enjoy the simplicity of this quiet and central accommodation. Located in a strategic area. Close to the airport, beaches, shopping malls, train station, Downtown Boston, etc. The apartment has a bedroom, large kitchen, living-dining room, full bathroom and an outside terrace overlooking the interior of the property. The living-dining room has the peculiarity of having a door with a lock so it can be used as an additional private room if required.

Superhost
Apartment in Everett
4.91 out of 5 average rating, 113 reviews

Private Luxury Retreat | Pool · Gym · Parking

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

Guest favorite
Apartment in Everett
4.85 out of 5 average rating, 20 reviews

Luxurious Open-Concept Home with Roof Skyline View

Enjoy a luxurious stay at this centrally located home, just minutes from the airport, downtown, and Encore Casino. Featuring an open-concept design with high ceilings and stunning views of Everett’s city skyline, this home is perfect for both relaxation and adventure. • Prime Location: Close to key attractions and entertainment. • Modern Comforts: Rooftop deck, Spacious, stylish, and equipped with everything you need.

Superhost
Apartment in Chelsea
4.81 out of 5 average rating, 80 reviews

Cozy 1BR Near Boston w/ Pool & Gym

🌟 Features You’ll Love • 1BR w/ king bed • Fast Wi-Fi + workspace • Smart TVs • Full kitchen • Washer/dryer • Private patio • Private parking • Pool, gym, game room & business lounge 📍 Prime Location • Chelsea, minutes from Boston ✨ Perfect For • Business travelers, travel nurses & city stays 💫 Good To Know • Strictly non-smoking Dont miss out- reserve your stay today and enjoy a memorable Boston experience.

Guest favorite
Apartment in Chelsea
4.94 out of 5 average rating, 18 reviews

NEW! LUX 1BR w/ 400 Mbps Wifi | ROKU TV & Games!

This beautifully designed unit is nestled just minutes from Downtown Boston and surrounded by great dining, shopping & entertainment! Designed to comfortably sleep up to 6 guests, this spacious retreat is perfect for families, groups, business travelers & extended stays. Enjoy a fully stocked kitchen, modern appliances, comfortable sleeping spaces, Smart TVs and ultra-fast Wi-Fi!

Popular amenities for Chelsea vacation rentals

When is the best time to visit Chelsea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,639 GYDG$24,476 GYDG$28,032 GYDG$33,053 GYDG$34,517 GYDG$39,329 GYDG$31,170 GYDG$28,660 GYDG$29,706 GYDG$34,726 GYDG$30,124 GYDG$27,614 GYD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°C

Frequently Asked Questions

  • What are the best places to stay in Chelsea?

    Chelsea has stays in vibrant areas near the waterfront, historic downtown, and residential neighborhoods with parks. Consider places around Broadway and the historic core for unique architecture and access to local shops.

  • What are the best things to do in Chelsea with kids?

    Families frequently suggest visiting Mary O'Malley State Park for playgrounds and harbor views, exploring local libraries for events, or trying hands-on children’s programs at community centers. Seasonal activities and family-friendly eateries are also popular.

  • What are some of the best things to do in Chelsea?

    Explore Mill Creek Riverwalk for waterside strolls, visit the Chelsea Square Historic District for local heritage, or discover neighborhood galleries and murals. Many enjoy relaxing in public parks or discovering local restaurants.

  • How is the weather in Chelsea?

    Chelsea has cold winters around 23–39°F (-5–4°C) and warm summers near 65–82°F (18–28°C), with moderate rainfall throughout the year. Pack layers for cooler evenings and versatile weather, especially in spring and autumn.

  • When is the best time to visit Chelsea?

    Late spring through early autumn is frequently suggested for warmer weather, blooming parks, and outdoor cultural events. Winter has a quieter pace, with festive community events and cozy neighborhood eateries.

  • What are the best places to visit in Chelsea?

    Frequently suggested stops include Mary O'Malley State Park for harbor views, the Chelsea Square Historic District for architectural interest, and local galleries for rotating art exhibits. Walking along the Mill Creek Riverwalk is another popular activity.

  • What are some hiking trails in Chelsea?

    Hikers can explore green spaces like Mary O'Malley State Park for waterside walks, or follow urban trails through neighborhood parks. For a wider variety of trails, wooded paths can be found in public conservation areas around Chelsea.

  • What are some family activities we can do in Chelsea?

    Families can explore local parks like Mary O'Malley State Park, participate in craft and storytime activities at Chelsea Public Library, or enjoy community art projects and sports fields. Many local cafes also welcome children.

  • What are some of the best day trip ideas from Chelsea?

    Many visitors explore Greater Boston’s museums, historic sites, and beaches around the North Shore. Others choose to discover local food markets and coastal parks just outside Chelsea for a change of pace.

  • Are there any pet friendly accommodations available in Chelsea?

    Chelsea has pet-friendly rental options, especially in residential neighborhoods with access to green spaces. Local parks and nearby walking trails make it convenient to travel with dogs.

  • What are some local tips for visiting Chelsea?

    Locals recommend exploring multicultural food options, supporting small shops around Broadway, and checking public art installations. Early mornings are quieter for park strolls, and bringing layers helps with shifting New England weather.

  • What is Chelsea known for?

    Chelsea is known for its vibrant immigrant communities, historic architecture, and rich industrial heritage. Its lively dining scene and public parks contribute to a locally rooted, welcoming atmosphere.

  • What are the best hidden gems to explore in Chelsea?

    Explore local murals and street art throughout Chelsea, walk peaceful paths along Mill Creek, or stop by small bakeries and welcoming community cafes. Neighborhood parks and local art displays invite you to connect with the city's creative spirit.

  • What are the best foods to try in Chelsea?

    Chelsea is known for its diverse mix of Salvadoran pupusas, Vietnamese pho, and traditional New England seafood like fried clams and chowder. Bakeries in the area are often recommended for house-made breads and pastries.

  • What should I bring for a trip to Chelsea?

    Pack comfortable walking shoes for exploring, layers for shifting weather, and a rain jacket for occasional showers. A reusable water bottle and a camera can be helpful for neighborhood strolls and scenic views.

  • What is the nightlife in Chelsea like?

    Chelsea has a low-key nightlife scene with lively neighborhood bars, lounges, and restaurants featuring Latin American and international music. For more nightlife options, visitors often explore nearby Boston neighborhoods.

  • What are the most popular events or festivals in Chelsea?

    Chelsea often hosts community festivals celebrating cultural heritage, arts, and food, especially in the warmer months. Multicultural parades and seasonal celebrations, such as those around summer and autumn holidays, are often community highlights.

  • Are there family friendly vacation rentals in Chelsea?

    Chelsea has vacation rentals in residential neighborhoods that suit families, offering features like extra bedrooms, kitchens, and proximity to parks or playgrounds. Many hosts are happy to welcome children and offer local tips.