Holiday rentals in Chelsea

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Top-rated holiday rentals in Chelsea

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

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Superhost
A modern living area is shown, featuring a white sofa with black and cream accents. Natural light fills the space through large windows adorned with dark curtains. A stylish area rug anchors a coffee table, with a sleek work desk positioned nearby.
Flat in Chelsea
4.78 out of 5 average rating, 54 reviews

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Discover Boston from a contemporary luxury apartment with exceptional ambiance and amenities. STRICT NONSMOKING!!! The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → Dedicated Corporate Office Workspace → 65" Living Room Smart TV → 55" Bedroom Smart TV → Fully Stocked Kitchen → Washer & Dryer → Private Parking The Amenities: → Business Lounge → Pool → Full Size Gym → Gameroom Ideal for business travelers, travel nurses and corporate clients looking to experience Boston in style.

Guest favourite
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.
Flat in Beachmont
4.96 out of 5 average rating, 170 reviews

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!

Guest favourite
A light gray living space features a comfortable sofa adorned with decorative pillows. A round coffee table sits in the center, complemented by a soft area rug. Two windows, including a skylight, provide natural light and views of the exterior.
Flat in Everett
4.87 out of 5 average rating, 299 reviews

Huge 1BR w/King Bed near Airport, Boston, Salem

Location: Quick 10-20 mins to the center of Boston, 25 mins to Salem. Easy access via multiple major highways, or walk 0.7mi (HILL) to bus, taking you directly into the city. This unit is an upper-level apartment of our home (i.e., STAIRS). Enjoy self-check-in and a reserved parking spot. Living room: Roku enabled TV. Mini-kitchen: Two burner stovetop, microwave, a 4 cu. sqft fridge, and a Keurig. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper.

Guest favourite
A wooden table featuring a natural, textured surface holds a decorative bowl and a small green plant. A softly lit lamp and a vase with white flowers are also visible. The wall art depicts two silhouettes of deer amid foliage, adding a serene touch.
Guest suite in Revere
4.85 out of 5 average rating, 101 reviews

Studio Close to Beach, Boston, Airport & Train

Modern and cozy basement studio just 10 minutes drive from Logan Airport, 5 minutes from Revere Beach, and 14 minutes from Downtown Boston. Fully equipped with a kitchenette, full bathroom, high-speed internet, and a 75-inch Smart TV. Enjoy entertainment options like a foosball table, Xbox, and board games. Step outside to a private lounge area with a fireplace and grill. Free driveway parking and plenty of nearby restaurants make this the perfect home base for comfort, convenience, and fun.

Guest favourite
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
4.82 out of 5 average rating, 464 reviews

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!

Guest favourite
A modern living area features a comfortable sectional sofa and a wooden coffee table on a soft area rug. Natural light enters through large windows, illuminating a television on a stand and a pair of lamps on a sideboard.
Flat in Chelsea
4.95 out of 5 average rating, 22 reviews

Spacious 2 bedroom apartment.

Spacious and modern 2-bedroom, 2-bathroom apartment in Chelsea, MA—just a short ride from downtown Boston! This beautifully furnished space is perfect for both business and leisure travelers. Enjoy a wide range of luxury amenities including a resort-style pool, fully equipped gym, basketball court, resident lounge, outdoor patio, and a pickleball court. Free onsite parking and nearby public transportation make getting around a breeze. Relax, work, and play in comfort and style!

Guest favourite
A charming outdoor seating area is framed by a white fence and vibrant greenery. Comfortable seating is arranged around a low table, with bright orange cushions adding a lively touch. Potted plants with colorful flowers complement the inviting space, creating a pleasant atmosphere.
Home in Everett
4.93 out of 5 average rating, 381 reviews

Prime location near Boston

Home in Everett, MA. Located just a 20 minute walk from Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. Room in the basement has a microwave, refrigerator, coffee maker, and hot water for making tea which is provided along with light snacks and coffee. There is a desk for laptop. Queen Tempurpedic Mattress topper as well as a pull out sofa. Private bathroom with spacious shower. See guide book for more info on the area!

Guest favourite
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, 406 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.

Superhost
Flat in Chelsea
5 out of 5 average rating, 3 reviews

2Bed AP/5 min walk to T /downtown Boston/logan

Welcome to your East Boston getaway! This bright, modern 2-bed/1-bath offers comfort and convenience. Just a 5-minute 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.
Flat in Beachmont
4.93 out of 5 average rating, 54 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.

Guest favourite
A modern living area is presented with a light grey sectional sofa and a circular coffee table. Natural light streams through three windows, framed by wooden borders. A large flat-screen TV is mounted on the wall, accompanied by a cozy accent chair in the corner.
Flat in Everett
4.85 out of 5 average rating, 521 reviews

Modern&Clean 10min to Boston & Airport

Newly renovated luxury 2 bed/1 bath apartment in Everett next to Boston. One car parking spot on property. This is a FIRST FLOOR UNIT of a Multi Family home. Amenities: -Fully equipped kitchen (Coffee, Snacks & Water) -Hi-Speed Wifi -55inch 4k TV w/ 1000+ streaming live tv channels/movies/sports & Netflix/Hulu included w/ stay. - Two full sized arcade machines loaded with Mortal Kombat,Rampage,& more -Bathroom (Complimentary hygiene kit).

Guest favourite
Flat in Revere
4.93 out of 5 average rating, 27 reviews

Marian place

Cozy and relaxing apartment in the heart of the west Revere close to the most beautiful beaches 🏖️ in the area, 15 minutes from the city of Boston, (downtown), 7 minutes driving from trains station, walking 🚶🏻‍♀️ distance from the Bus 🚌 stops, 35 minutes from salem museum,lot of beach front restaurants, convenience stores and supermarkets. Life the experience in Boston museum water tours and a lot fans activity to enjoy 🤗

Popular amenities for Chelsea holiday rentals

When is the best time to visit Chelsea?

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Frequently Asked Questions

  • What are the most popular amenities for House Rentals in Chelsea?

    Enhance your stay in our House Rentals with the most popular amenities: over 40 homes with air conditioning, over 30 homes with free parking, over 50 homes with wifi, over 40 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there pet-friendly vacation rentals in Chelsea?

    Four-legged friends are welcome in Chelsea. Choose from more than 50 vacation rentals for guests traveling with pets.

  • Do condo rentals in Chelsea have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chelsea have free parking?

    Absolutely! We offer over 60 apartment rentals with free parking in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Chelsea have wifi?

    Absolutely! We offer over 110 apartment rentals with wifi in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in Chelsea?

    Experience the best of Chelsea with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Chelsea have air conditioning?

    Absolutely! We offer over 40 house rentals with air conditioning in Chelsea. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in Chelsea?

    Yes! Work meets play with ease at over 100 vacation rentals in Chelsea featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Chelsea vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 10 vacation homes with pools in Chelsea, available on Airbnb. Make a splash and soak up the sun in style!

  • Are there family-friendly vacation rentals in Chelsea?

    Chelsea has more than 90 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Chelsea

  • Total holiday rentals

    Explore 200 holiday rentals in Chelsea

  • Nightly prices starting at

    Chelsea holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 15,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Chelsea holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Chelsea rentals

  • 4.7 Average rating

    Chelsea stays receive an average rating of 4.7 out of 5 from guests

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