Chelsea holiday homes

We found 2,834 holiday rentals — enter your dates for availability
Discover a selection of 5 homes and other holiday rentals in Chelsea that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the best amenities for spending time at your holiday home, which might include a pool and a washer and dryer. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – Chelsea

Showing deals for:20 Nov - 27 Nov

Dining
Living area
Room
Private kitchen
Exceptional
(36 reviews)

House in Arlington, near Boston, Harvard, MIT, and Tuft University

Arlington

6% off
NZ$7,007
for 7 nights, 1 home
NZ$1,001 per night
includes taxes & fees
House in Arlington, near Boston, Harvard, MIT, and Tuft University
Private kitchen
Interior
Deck Off of Kitchen
Interior
Exceptional
(13 reviews)

Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station

Boston

20% off
NZ$13,320
for 7 nights, 1 home
NZ$1,903 per night
includes taxes & fees
Huge Single Family Retreat-Work-Vacation-Near Convention Center & South Station
View of waterfront from Third Floor Suite Living Room
Marina
Gracious staircase access to Third Floor
Outdoor dining
Exceptional
(97 reviews)

Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean

Hull

8% off
NZ$3,469
for 7 nights, 1 room
NZ$496 per night
includes taxes & fees
Third Floor Suite in waterfront Victorian on peninsula surrounded by ocean
Interior
Interior
Interior
Room
Exceptional
(21 reviews)

Modern home-like 3BR2BA Retreat/Minutes to T

Boston

8% off
NZ$7,199
for 7 nights, 1 home
NZ$1,028 per night
includes taxes & fees
Modern home-like 3BR2BA Retreat/Minutes to T
No.2 Bedroom with a King bed, TV Stand, large screen smart TV and closet
Living room, 65" Smart TV, Genuine leather sectional sofa, Book and toys shelf.
No.2 Bedroom with a King bed, TV Stand, large screen smart TV and closet
No.2 Bedroom with a King bed, TV Stand, large screen smart TV and closet
Exceptional
(66 reviews)

Spacious Sunlit 3BR • Center of Downtown Boston • Family Favorite

Boston

8% off
NZ$8,964
for 7 nights, 1 apartment
NZ$1,281 per night
includes taxes & fees
Spacious Sunlit 3BR • Center of Downtown Boston • Family Favorite
Living area
Living area
Private kitchen
Outdoor dining
Exceptional
(39 reviews)

Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH

Boston

8% off
NZ$9,387
for 7 nights, 1 apartment
NZ$1,341 per night
includes taxes & fees
Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH
Private kitchen
Interior
Interior
Room
Very good
(6 reviews)

6BR3BA w Parking Near T I Foosball & Family Space

Boston

8% off
NZ$8,494
for 7 nights, 1 apartment
NZ$1,213 per night
includes taxes & fees
6BR3BA w Parking Near T I Foosball & Family Space
Top floor, with queen sized bed and seating.
Exterior
Relax on the main floor, up one level and adjacent to the kitchen, with balcony.
Terrace/patio
Exceptional
(8 reviews)

Relaxing 2-BR townhome steps to MIT, Harvard, T Red Line, food & more!

Cambridge

8% off
NZ$5,081
for 7 nights, 1 home
NZ$726 per night
includes taxes & fees
Relaxing 2-BR townhome steps to MIT, Harvard, T Red Line, food & more!
Portion of garden surrounding my home
View of Spinnaker Island and water from Master Bedroom Suite
Staircase from waterfront to my home
Twin bed with trundle bed in second room in Master Bedroom Suite
Excellent
(46 reviews)

Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.

Hull

8% off
NZ$3,208
for 7 nights, 1 room
NZ$458 per night
includes taxes & fees
Master Bedroom Suite in Beautiful 1880's Victorian. Spectacular ocean views.
Interior
Exterior detail
Living area
Exterior detail
Exceptional
(6 reviews)

3-bedroom 2 baths beautiful victorian with WiFi, AC

Boston

8% off
NZ$7,903
for 7 nights, 1 apartment
NZ$1,129 per night
includes taxes & fees
3-bedroom 2 baths beautiful victorian with WiFi, AC
Tufts campus is just a 1 minute walk away with beautiful areas for sitting
Living area
Living area
Hallway between bedrooms, kitchen & bathroom
Exceptional
(11 reviews)

Comfy, Stylish Apt. Near Uni's, Driveway

Somerville

8% off
NZ$7,643
for 7 nights, 1 apartment
NZ$1,092 per night
includes taxes & fees
Comfy, Stylish Apt. Near Uni's, Driveway
Room
Interior
Private kitchen
Outdoor private space
Exceptional
(49 reviews)

World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train

Boston

9% off
NZ$7,162
for 7 nights, 1 apartment
NZ$1,023 per night
includes taxes & fees
World Cup 4BR Near Downtown Boston Parking & 1-Min Walk to Train
Interior
Living area
Private kitchen
Dining
Wonderful
(19 reviews)

Newly Renovated Modern Retreat l Near T

Boston

5% off
NZ$7,090
for 7 nights, 1 apartment
NZ$1,013 per night
includes taxes & fees
Newly Renovated Modern Retreat l Near T
Dining
Spacious 4 BR home for groups. Perfect for relaxing and gathering together
Private kitchen
Outdoor dining
Exceptional
(12 reviews)

4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train

Boston

8% off
NZ$7,592
for 7 nights, 1 apartment
NZ$1,085 per night
includes taxes & fees
4BR Near Downtown Boston Private Driveway Parking & 1-Min Walk to Train
Dining
Cool Historic Details in this 1860's townhome apartment,  stairs required!
Bedroom 2,
Master Bath Views
Exceptional
(46 reviews)

Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!

Boston

8% off
NZ$8,350
for 7 nights, 1 apartment
NZ$1,193 per night
includes taxes & fees
Fort Hill Inn- Modern City Triplex !**L@@K **Minutes to Center! With Parking!
Steps Required.
Dining
Interior
Welcome!
Exceptional
(37 reviews)

**Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!

Boston

8% off
NZ$8,381
for 7 nights, 1 apartment
NZ$1,197 per night
includes taxes & fees
**Fresh** Modern Triplex in a Classic Boston Row House, Amazing City Views!
Living area
Dining
Room
Private kitchen
Excellent
(9 reviews)

3-bedroom apartment in charming Boston/ Near Train

Boston

8% off
NZ$6,170
for 7 nights, 1 apartment
NZ$881 per night
includes taxes & fees
3-bedroom apartment in charming Boston/ Near Train
Private kitchen
Interior
Private kitchen
Interior
Exceptional
(26 reviews)

3BR2BA Retreat - 2min to Savin Hill Station

Boston

8% off
NZ$6,839
for 7 nights, 1 apartment
NZ$977 per night
includes taxes & fees
3BR2BA Retreat - 2min to Savin Hill Station
Dining
Private kitchen
Living area
Property grounds
Exceptional
(23 reviews)

Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2

Boston

8% off
NZ$6,023
for 7 nights, 1 apartment
NZ$860 per night
includes taxes & fees
Brand-new Modern 4BR Boston Comfortable Apartment w/Parking Pet-Friendly - 80/2
Interior
Living area
Dining
Room
Exceptional
(75 reviews)

The Pistachio Room at TPH - Boston

Boston

7% off
NZ$1,694
for 7 nights, 1 room
NZ$242 per night
includes taxes & fees
The Pistachio Room at TPH - Boston
Interior
Living area
Located on floor 2 of a classic Boston 1860's Rowhouse
Open Kitchen/Dining Area
Exceptional
(87 reviews)

Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!

Boston

8% off
NZ$2,713
for 7 nights, 1 apartment
NZ$388 per night
includes taxes & fees
Special! One of VRBO's Most Popular!! L@@K 1.5 miles to center of Attractions!
Exterior
Interior
Interior
Interior
Exceptional
(12 reviews)

Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches

Winthrop

8% off
NZ$2,317
for 7 nights, 1 apartment
NZ$331 per night
includes taxes & fees
Private 1BR Top-Floor Retreat • Free Parking • Boston, Logan & Beaches
Room
Isabella Stewart Gardner Museum, Walking distance from Inn
Fort Hill Inn,  Boston.   Main Building  forthillinn.com
Modern with nice Historic Details,  Original Decorative Marble Fireplace
Exceptional
(83 reviews)

Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center

Boston

8% off
NZ$2,713
for 7 nights, 1 apartment
NZ$388 per night
includes taxes & fees
Special!!excellent, Sunny! Duplex!! Pvt! Condo! 1.5 Miles to Center
Interior
Exterior detail
Living area
Open Kitchen
Exceptional
(5 reviews)

Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center

Boston

8% off
NZ$4,686
for 7 nights, 1 apartment
NZ$669 per night
includes taxes & fees
Fort Hill Inn-- 2 bedroom Duplex, With a touch of modernity! Minutes to Center
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

The natural setting of Chelsea is ready to explore

Learn about the unique charm of Chelsea with a stay in a holiday home rental. Well known for its restaurants, shopping and bars, this welcoming city won't disappoint. TD Garden and Fenway Park are just a couple of the must-see attractions in the area. Are you looking for specific amenities for your getaway? Many of our holiday rentals feature full kitchens and laundry facilities.

Activities and attractions in Chelsea

Do you want to find attractions to see in the city? Venture out of your holiday home and check out everything that makes Chelsea a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Encore Boston Harbor (1.9 mi / 3 km)
  • New England Aquarium (2.4 mi / 3.9 km)
  • LEGO® Discovery Center Boston (2.4 mi / 3.9 km)
  • Harpoon Brewery (3.1 mi / 5 km)
  • Boston Marathon Finish Line (3.7 mi / 6 km)
  • Samuel Adams Brewery (6.4 mi / 10.4 km)

Exploring the natural features in Chelsea

Whether you're an active traveller or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Chelsea. These are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Boston Common (3.1 mi / 4.9 km)
  • Boston Harbor (2.2 mi / 3.5 km)
  • Copley Square (3.6 mi / 5.9 km)
  • Boston National Historical Park (1.8 mi / 2.8 km)
  • Revere Beach (2.3 mi / 3.8 km)
  • Rose Fitzgerald Kennedy Greenway (2.4 mi / 3.9 km)

Transport options to and around Chelsea

The nearest airport is in Logan International Airport (BOS), located 2 mi (3.1 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could book a flight to Boston, MA (BNH-Boston Harbor Seaplane Base), which is 2.1 mi (3.4 km) away.

If you'd prefer to travel by train, the main station serving the city is Chelsea Station.

Frequently asked questions

What is the most popular type of holiday home accommodation in Chelsea?
According to our research, condos are the most popular type of property in Chelsea. But as you'd expect, everyone's idea of an epic trip differs. Bookabach has holiday homes of all shapes, sizes and budgets, so you're sure to find your ideal fit.
How much does it cost to rent a holiday home in Chelsea?
Length of stay, property type and time of year are among the factors that can influence the price of a holiday home. Simply enter your travel dates to find your ideal fit. From comfy cabins to sprawling villas, all Bookabach holiday homes offer terrific value.
How much does it cost to rent a beach house in Chelsea?
When you travel and the style and size of the property will help determine the cost of your beachside holiday home. Click on your Chelsea travel dates to see your options on Bookabach. Can't live without a hot tub? Use our filters to choose the amenities and features you need.
Are there pet-friendly holiday homes in Chelsea?
Pack a tug toy and treats for your pup because Chelsea has nine properties that throw out the welcome mat to doggie guests. Let your furriest pal join in with the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your travel dates then check the "Pets allowed" filter box.
What are popular home amenities in Chelsea?
Some of the most popular home amenities guests are looking for in Chelsea include nearby museums, a firepit and a barbecue grill. Whether you're on a trip with buddies, family or even pets, Bookabach holiday homes come with the best amenities for fun and relaxation with the people who matter most.
Are there large group holiday homes in Chelsea?
With four Chelsea properties that can accommodate five or more people, you can bring a few extra family members or buddies along. Whether you're planning a casual get-together or a special event, Bookabach will help you find a comfy space for the occasion.
Are there holiday homes in Chelsea that welcome kids?
With nine family-friendly holiday homes to select from in Chelsea, now is a superb time to introduce the kiddos to the thrills of travel. Click on our "Properties good for families" filter to browse stays that feature conveniences perfect for travelling families, like multiple bedrooms, backyards, entertainment areas and hot tubs.
What are the top attractions for families in Chelsea?
Keeping the kiddos entertained during your Chelsea holiday is easy with these family-friendly attractions:
  • New England Aquarium
  • Museum of Science
  • Revere Beach
Are there one-bedroom holiday homes in Chelsea?
Yes, you can take your pick from two one-bedroom homes in Chelsea. Whether you want a cosy cottage or a condo, our one-bedroom homes are great if you don't require a huge amount of space. One of the main perks of having your own place? You won't need to share your holiday with strangers.
Can I find two-bedroom holiday homes in Chelsea?
You can pick from five two-bedroom homes in Chelsea. Settle the kids into the second room or fill it with a couple of your best buddies. There's plenty of space for whoever's fortunate enough to come along for the ride.
Are there holiday homes with WiFi in Chelsea?
Pick from four holiday homes with WiFi in Chelsea. If you want to disconnect from the world on your holiday, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Chelsea?
You'll find eight Bookabach holiday homes with air conditioning in Chelsea giving you that gentle, cool breeze and extra element of comfort. Enter your chosen travel dates and then take advantage of our filter tool to locate properties with air conditioning.
How old do you have to be to rent a holiday home in Chelsea?
The minimum age is normally 16, 18 or 21. It can change from one property to another on Bookabach, so check the rules of your preferred Chelsea holiday home before making a booking.
How long can I rent a holiday home in Chelsea for?
How long you can rent a holiday home in Chelsea varies according to the property. Just enter your desired travel dates to display a list of options offering extended stays. With lots of creature comforts like air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to discover the perfect place to call your home away from home in Chelsea.