Vacation rentals in Chelsea

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Top-rated vacation rentals in Chelsea

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

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Guest favorite

Guest suite in Winchester

5.0 out of 5 average rating, 106 reviews

Warm and cozy 1st flr sweet guest suite w parking

Easy living at this peaceful and centrally-located guest suite. Winchester is the quintessential New England town located just 8 miles from Boston with an easy drive or 16 minute by train from Winchester Center or Wedgemere. Or check out historic Lexington and Concord next door, bustling Arlington Center or hip Davis Square. Tufts University, Harvard Square, Harvard University and MIT nearby. Your comfortable home away from home for fun excursions, get aways, business meeting or college visits

Dec 2 – 9

G$26,122 GYD per night

Guest favorite

Guest suite in Revere

4.92 out of 5 average rating, 202 reviews

Private Studio 10 min from airport

Private guest suite is centrally-located for easy access to the city. Professionally cleaned. You’ll have a private entrance to come and go as you’d like with a code keypad door. Our newly renovated BASEMENT 500 sq ft is perfect for a guests to escape for a few days. Private bathroom and kitchenette, 10 min away from airport. Bus and train station walking distance. 15 min walk to Revere Beach We are in close proximity to Downtown Boston as well as Salem and other areas. Free wifi Street parking

Jan 2 – 9

G$25,570 GYD per night

Superhost

Guest suite in Everett

4.82 out of 5 average rating, 139 reviews

Huge Summer Cabin - BOS, Airport, Salem w/Parking

Private and spacious lower level 550 sq ft studio close to the city. You'll be a 10-20 mins drive to downtown Boston, and 30-40 mins to coastal towns along the shore, including Salem. We live on a quiet residential street that includes a parking spot. We provide our guests with a professionally cleaned cabin, plenty of towels, and coziness! We are located on a quaint and low-traffic hill, so if you are walking to the bus, it is .07 mi away, with inclines. Access to our home requires steps.

Sep 2 – 9

G$27,381 GYD per night

Superhost

Home in Revere

4.8 out of 5 average rating, 143 reviews

Renovated Cozy City Getaway

Newly renovated cozy 1 bedroom home located on the hills of Beachmont, walking distance from the MBTA train station and Revere Beach. Enjoy sitting on the deck overlooking the Belle Isle Marsh Reservation and Boston Logan Airport in the distance. Take a walk along the beach or take the train into Boston. The location is a 5-10 minute ride to the Airport and a 15 minute train ride to downtown Boston. The unit has new furnishings (2021), modern appliances, and is beautifully decorated.

Jan 14 – 21

G$20,325 GYD per night

Guest favorite

Apartment in Chelsea

4.82 out of 5 average rating, 311 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!

Dec 9 – 16

G$42,959 GYD per night

Guest favorite

Guest suite in Everett

4.91 out of 5 average rating, 221 reviews

Basement Apartment in prime location near Boston

This is a modern apartment located in the basement of my duplex in Everett,MA. Located just a 20 minute walk from the new Encore Boston Harbor Casino. This location is also just a 15 minute drive from downtown Boston. This basement studio also 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. Cleaning is done regularly.

Dec 18 – 25

G$28,548 GYD per night

Guest favorite

Guest suite in Peabody

4.98 out of 5 average rating, 177 reviews

Cozy West Peabody Guest Suite

Come enjoy this renovated studio guest suite in the quiet neighborhood of West Peabody! An easy drive to Salem or Boston, close to a woodsy bike trail, and a short drive to local shops and restaurants. Features a fully equipped kitchenette and an outdoor space with a fire pit and charcoal grill. Make use of a Roku TV and fast, reliable WiFi to keep yourself entertained. This is a great space whether you are looking to explore the Boston North Shore or simply embark on a quiet getaway.

Oct 28 – Nov 4

G$29,741 GYD per night

Guest favorite

Guest suite in Revere

4.94 out of 5 average rating, 101 reviews

Corner Cottage - cozy studio just north of Boston

Whether you’re a tourist visiting Boston for the weekend, a traveling nurse in search of a medium-term stay, or a pilot/flight attendant needing overnight accommodations, this completely renovated and professionally cleaned AirBnB is perfect for you! Finding living accommodations is tough; finding a reliable and responsive host is even tougher. Not only is this unit well equipped with almost everything you may need, but I will do my best to ensure your stay is the most comfortable.

Sep 7 – 14

G$27,015 GYD per night

Guest favorite

Guest suite in Melrose

4.84 out of 5 average rating, 244 reviews

Guest Suite with separate entrance

Guest Suite with open floor plan (kitchen with stove/oven, refrigerator, microwave, bottled water dispenser); living area (pullout couch, loveseat, 50" TV with Roku and Netflix); sleeping area, bathroom with shower, separate entrance, 1 off-street parking space. Convenient to public transportation (commuter rail - 5 min walk, 12 min ride to Boston/45 min ride to N Shore; subway - 2 min walk to bus/subway (25-40 min ride to Boston) or drive (25-45m to Boston or 45-60m to N Shore).

Aug 30 – Sep 6

G$27,713 GYD per night

Guest favorite

Apartment in Revere

4.91 out of 5 average rating, 237 reviews

Boston 3 Room Apt 5 Min Walk to Train & Beach

Listing description Sunny 3 room apartment with private entrance. One block from the ocean and neighborhood beach. The MBTA Blue Line is a short walk 10 minute walk, be at Logan Airport or Downtown Boston in minutes. The apartment has a full kitchen, spacious master bedroom with king size bed and TV. Living room with sofa and twin size day bed. TV in living room, all cable stations, and movie channels. Off street parking included. Visit historic Salem via public transportation.

Sep 10 – 17

G$34,981 GYD per night

Superhost

Apartment in Revere

4.87 out of 5 average rating, 263 reviews

Beachside Cozy Space-Near Boston/Airport/Train

Our space is a cozy second floor apartment just minutes from the city and airport. Less than 3 min drive and 5 min walk to train and beach. We strive to make our space feel like home. The space is perfect for 2 travelers. We provide all basic essentials, from coffee, toothpaste, towels, and a kitchenette NO stove. The space is completely private located on the second floor. You also will have a private balcony, complete with table and chairs!

Mar 7 – 14

G$25,922 GYD per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 227 reviews

Clean, spacious In-Law Suite -Near Everything

Immaculately furnished, clean and spacious In-Law Suite features: 1 bedroom, 1 full bath, dining kitchen, and living room located steps from Lynn Woods Reservation (over 30 miles of picturesque New England trails perfect for hiking, running, mountain biking and cross-country skiing) and short drives from beaches, Boston and North Shore. Kids toys, a baby crib and access to a large beautiful upstairs deck and bbq are available upon request.

Nov 21 – 28

G$30,316 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Chelsea vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Chelsea's top sights

Mystic Mall4 locals recommend

Floramo's12 locals recommend

Chili's Grill & Bar18 locals recommend

Newbridge Cafe5 locals recommend

Ciao! Pizza and Pasta24 locals recommend

The Home Depot11 locals recommend

Other great vacation rentals in Chelsea

Guest favorite

Apartment in Woburn

4.95 out of 5 average rating, 110 reviews

Comfy-Spacious-private 1BR conveniently located

Apr 9 – 16

G$27,982 GYD per night

Guest favorite

Apartment in Somerville

4.91 out of 5 average rating, 170 reviews

Spacious, private apartment in perfect location

Sep 3 – 10

G$34,145 GYD per night

Guest favorite

Guest suite in Melrose

4.92 out of 5 average rating, 490 reviews

Private & Cozy Suite -near Bost-Airp-Salem-Train

Jul 4 – 11

G$19,000 GYD per night

Guest favorite

Apartment in Stoneham

4.88 out of 5 average rating, 145 reviews

Entire guest suite in Stoneham

Dec 3 – 10

G$15,988 GYD per night

Guest favorite

Apartment in Everett

4.87 out of 5 average rating, 396 reviews

Modern&Clean 10min to Boston & Airport

Nov 18 – 25

G$36,097 GYD per night

Guest favorite

Apartment in Cambridge

4.94 out of 5 average rating, 321 reviews

private studio near Harvard/MIT

Nov 30 – Dec 7

G$33,702 GYD per night

Guest favorite

Apartment in Cambridge

4.94 out of 5 average rating, 466 reviews

Spacious Strawberry Hill Suite (West Cambridge)

Jun 18 – 25

G$26,362 GYD per night

Guest favorite

Apartment in Medford

4.92 out of 5 average rating, 258 reviews

Garden Apartment for Vacation & Business Travelers

Dec 28 – Jan 4

G$30,926 GYD per night

Show all

Quick stats about vacation rentals in Chelsea

Total rentals
180 properties
Rentals with a pool
10 properties have a pool
Pet-friendly rentals
50 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
13K reviews
Nightly prices starting at
G$2,085 GYD before taxes and fees

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 30 homes with air conditioning, over 10 homes with a bbq area, over 40 homes with wifi, 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 wifi?
Absolutely! We offer over 10 condo rentals with wifi in Chelsea. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in apartment rentals in Chelsea?
Experience the best of Chelsea with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do condo rentals in Chelsea have air conditioning?
Absolutely! We offer over 10 condo 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 90 vacation rentals in Chelsea featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do house rentals in Chelsea have a bbq area?
Absolutely! We offer over 10 house rentals with a bbq area in Chelsea. Enjoy a tailored experience with all the comforts you desire.
Do apartment rentals in Chelsea have a gym?
Absolutely! We offer over 10 apartment rentals with a gym in Chelsea. Enjoy a tailored experience with all the comforts you desire.
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 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Chelsea

Top-rated vacation rentals in Chelsea

Vacation rentals for every style

Houses

Apartments

Hotels

Popular amenities for Chelsea vacation rentals

Stay near Chelsea's top sights

Other great vacation rentals in Chelsea

Apartment in Woburn

Apartment in Somerville

Guest suite in Melrose

Apartment in Stoneham

Apartment in Everett

Apartment in Cambridge

Apartment in Cambridge

Apartment in Medford

Quick stats about vacation rentals in Chelsea

Total rentals

Rentals with a pool

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

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

Are there pet-friendly vacation rentals in Chelsea?

Do condo rentals in Chelsea have wifi?

How much does it cost to stay in apartment rentals in Chelsea?

Do condo rentals in Chelsea have air conditioning?

Are there vacation rentals with a dedicated workspace in Chelsea?

Do house rentals in Chelsea have a bbq area?

Do apartment rentals in Chelsea have a gym?

Are there Chelsea vacation rentals on Airbnb with pools?

Are there family-friendly vacation rentals in Chelsea?

Destinations to explore