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Holiday rentals in Chelsea

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Quick stats about holiday rentals in Chelsea

  • Total holiday rentals

    Explore 240 holiday rentals in Chelsea

  • Nightly prices starting at

    Chelsea holiday rentals start at €35 per night before taxes and fees

  • Verified guest reviews

    Over 17,550 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 60 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

  • Wifi availability

    240 of Chelsea holiday rentals include wifi 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 holiday rentals in Chelsea

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

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Top guest favourite
Home in Chelsea

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.

5.0 out of 5 average rating, 20 reviews
A wooden tray is displayed on a light-colored table, featuring a bottle of white wine and two clear wine glasses. A small potted orchid adds a touch of elegance, complemented by a simple mirror in the background.
Flat in Chelsea

10 min Logan Airport- 2 Bed/2 Bath, Sleep 5

Welcome to our charming townhouse in the heart of Chelsea. An ideal retreat for your stay near Boston. Conveniently located just a few miles away from all the Bostons attractions, our townhouse offers easy access to the best that Boston has to offer. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay right at your fingertips. Book your stay at our townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

4.8 out of 5 average rating, 518 reviews
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.
Flat in Chelsea

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.

4.67 out of 5 average rating, 30 reviews
Superhost
Hotel room in Chelsea

Close to Logan Airport + Breakfast. Shuttle. Gym.

Stay minutes from Logan International Airport while keeping downtown Boston within easy reach. At Hampton Inn Boston Logan Airport Chelsea, you’ll enjoy a free hot breakfast every morning, free Wi-Fi, and a 24/7 fitness center. The hotel offers a free airport shuttle for easy arrivals and departures. Cozy guest rooms feature HDTVs and comfy beds, and the property is pet-friendly so you can bring your pup along. Fenway Park, the Freedom Trail, and Boston Harbor are just a short ride away.

4.86 out of 5 average rating, 167 reviews
Guest favourite
Flat in Chelsea

1BR for 6 | Parking + Easy Transit

Enjoy the comfort of your own one-bedroom apartment with flexible sleeping space for up to six guests and convenient transportation nearby. The private bedroom features a Queen bed plus a twin-over-twin bunk bed, while the living room includes a sofa bed for additional sleeping space. A full-size kitchen, in-unit washer and dryer, fast Wi-Fi, Roku TV and designated parking add the everyday conveniences that make both short visits and longer stays easier.

4.89 out of 5 average rating, 28 reviews
Flat in Chelsea

3bdrm Apt next to Airport/Downtown 7 min drive

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. 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.

4.85 out of 5 average rating, 62 reviews
Superhost
Flat in Everett

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.

4.81 out of 5 average rating, 27 reviews
Guest favourite
Flat in Everett

Curated Designer Retreat • Pool • Gym • Dining

Experience modern Everett living in this bright 2BR/2BA home! Enjoy a fully equipped kitchen with stainless steel appliances, in-unit laundry, and spacious sunlit living areas. Relax by the courtyard pool, stay active in the 24/7 fitness center, or unwind in the outdoor lounges and fire pits. Close to Encore, Assembly Row and major highways for easy access to Greater Boston.

4.96 out of 5 average rating, 116 reviews
Guest favourite
The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.
Guest suite in Chelsea

Modern Suite Near Boston, Airport & Downtown

Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.

4.96 out of 5 average rating, 224 reviews
Guest favourite
Flat in Chelsea

Spacious 2 bedroom apartment.

Spacious, modern 2-bedroom, 2-bath apartment with a den featuring 2 twin beds in Chelsea, MA, just a short ride from downtown Boston. Perfect for families, groups, business, or leisure stays. Enjoy luxury amenities including a resort-style pool, gym, basketball court, lounge, outdoor patio, pickleball court, free onsite parking, and nearby public transportation.

4.89 out of 5 average rating, 62 reviews
Top guest favourite
The living area features a glass dining table surrounded by wooden chairs. A comfortable gray sofa is positioned nearby, complemented by decorative cushions. Natural light floods in through multiple large windows, enhancing the airy and bright ambiance of the space.
Home in Revere

Modern 2-bedroom w/parking near Encore and Logan

Modern two bedroom with free parking, conveniently located 7 minutes from Boston Logan Airport, 5 minutes from Revere Beach and only 12 minutes to Encore Casino and downtown Boston. No parties or events are allowed in the unit. Penalties apply. DISCLAIMER: For your safety and the safety of others, surveillance cameras are installed outdoors at this property.

4.94 out of 5 average rating, 196 reviews
Guest favourite
A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.
Flat in Chelsea

Convenient Cozy Clean Public Trans Free parking

THE CHELSEA HOUSE: A charming 1900s third-floor (24 steps) apartment in a quiet, clean three-family brick building on a one-way street. Features include hardwood floors, exposed brick, and sloped loft-style ceilings that create a warm, cozy feel. Parking included. This is our home away from home, and we’re happy to share it with you. Thank you for staying.

4.94 out of 5 average rating, 436 reviews

Popular amenities for Chelsea holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Chelsea's top sights

Encore Boston Harbor

107 locals recommend

Bunker Hill Monument

167 locals recommend

USS Constitution Museum

147 locals recommend

Airport

31 locals recommend

Constitution Beach

29 locals recommend

Sky Zone Trampoline Park

17 locals recommend

Other great holiday rentals in Chelsea

Guest favourite
The historic brick townhouse is framed by lush greenery and features a well-maintained front yard. A prominent bridge is visible in the background against a clear blue sky, showcasing the connection to the surrounding area.
Private room in Chelsea

Beautiful Place with Old Character

4.82 out of 5 average rating, 226 reviews
Guest favourite
A modestly furnished bedroom is displayed with sloped ceilings and soft blue walls. A double bed with a plaid coverlet is positioned beside a light wood nightstand. The space features a desk, a cozy chair, and built-in shelves, with natural light filtering through a window fitted with sheer curtains.
Private room in Everett

Sunny room on Third Floor for one person

4.94 out of 5 average rating, 165 reviews
Superhost
Private room in Chelsea

Chelsea Downtown - Room 1

4.91 out of 5 average rating, 139 reviews
Guest favourite
A well-appointed bathroom features a granite countertop with a mirrored cabinet above. A shower is enclosed with a floral curtain, and toiletries are neatly arranged for convenience. Decorative plant elements and storage baskets add a touch of organization and elegance to the space.
Private room in Chelsea

Comfortable Chelsea home

4.96 out of 5 average rating, 118 reviews
Superhost
Private room in Chelsea

Spacious Luxury Bedroom with Private Bath & Closet

4.84 out of 5 average rating, 31 reviews
Guest favourite
Private room in Everett

Everett 5

4.78 out of 5 average rating, 249 reviews
Hotel room in Everett

Boutique room king bed

4.67 out of 5 average rating, 251 reviews
Private room in Chelsea

Quiet & Spotless Room Near Airport

4.85 out of 5 average rating, 26 reviews

When is the best time to visit Chelsea?

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Avg. price€98€102€117€138€144€164€130€119€124€145€125€115
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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.

Destinations to explore