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, 104 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 29 – Jan 5

ﺩ.ﺇ434 per night

Guest favorite

Guest suite in Revere

4.92 out of 5 average rating, 199 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

Mar 20 – 27

ﺩ.ﺇ453 per night

Guest favorite

Apartment in Woburn

4.94 out of 5 average rating, 107 reviews

Comfy-Spacious-private 1BR conveniently located

This stylish, private place is perfect for a couple or a small family. Conveniently located minutes from Boston or the north shore whether you are traveling by car, Uber, or local train. Enjoy Boston adventures, north shore excursions, beaches, fall leaf peeping, skiing, historical visits to Massachusetts battle grounds, or some retail therapy at shops and malls nearby. An array of local and city restaurants and breweries provide a multitude of options for your pleasure. YMCA just steps away!

Mar 17 – 24

ﺩ.ﺇ493 per night

Guest favorite

Guest suite in Watertown

4.91 out of 5 average rating, 265 reviews

Private 1BR Pied-a-terre

Fully furnished mini-suite with private entrance; walk in at ground level. Picture window view of, and use of, large back yard. Separate sitting and sleeping areas (full size bed), desk/workspace, bathroom with shower, kitchenette with small fridge, coffeemaker and microwave (no stove). Great take-out nearby. No pets, no smoking permitted. Car? There is off-street covered parkling. No car? 71 Bus to Harvard Square stops at our corner; short walk to other buses and public transportation.

Dec 5 – 12

ﺩ.ﺇ350 per night

Guest favorite

Apartment in Everett

4.92 out of 5 average rating, 198 reviews

Huge 1BR w/King Bed near BOS, Salem, Water &Nature

You’ll be in the upper-level apartment of our home (stairs). Enjoy self-check-in with a reserved parking spot. Living room: TV is roku enabled. Mini kitchen: Two burner stove top, Microwave & 4 cu. sqft fridge, & Keurig. New sponges for each guest. Bedroom: king-sized bed with down alternative pillows and tempur-pedic memory foam topper. Location: 10-20 mins to Bos, 25 mins to Salem. Access multiple major highways, walk .7mi with an incline to bus, taking you directly into the city.

Sep 6 – 13

ﺩ.ﺇ538 per night

Superhost

Home in Revere

4.79 out of 5 average rating, 139 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 24 – 31

ﺩ.ﺇ357 per night

Guest favorite

Guest suite in Everett

4.91 out of 5 average rating, 218 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.

Mar 2 – 9

ﺩ.ﺇ503 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.

Aug 9 – 16

ﺩ.ﺇ438 per night

Guest favorite

Guest suite in Melrose

4.84 out of 5 average rating, 241 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).

Mar 30 – Apr 6

ﺩ.ﺇ414 per night

Guest favorite

Guest suite in Melrose

4.93 out of 5 average rating, 488 reviews

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

7 miles N of Boston & a near the subway, beaches, airport & Salem (93, 95 & Rte 1), you’ll find the charming city of Melrose. The Melrosian Suite is nestled behind other houses & surrounded by gardens and trees. Wake up to the sounds of chirping birds instead of Boston’s noise and congestion. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Aug 16 – 23

ﺩ.ﺇ379 per night

Superhost

Apartment in Revere

4.87 out of 5 average rating, 262 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!

Dec 2 – 9

ﺩ.ﺇ478 per night

Guest favorite

Home in Lynn

4.91 out of 5 average rating, 226 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.

Jan 30 – Feb 6

ﺩ.ﺇ534 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 Cambridge

4.94 out of 5 average rating, 318 reviews

private studio near Harvard/MIT

Nov 17 – 24

ﺩ.ﺇ594 per night

Guest favorite

Guest suite in Nahant

4.98 out of 5 average rating, 339 reviews

The Annex Oceanfront

Feb 17 – 24

ﺩ.ﺇ575 per night

Guest favorite

Guest suite in Boston

4.91 out of 5 average rating, 196 reviews

Cozy Private Garden Studio near the Heart of JP

Oct 13 – 20

ﺩ.ﺇ396 per night

Guest favorite

Apartment in Chelsea

4.82 out of 5 average rating, 306 reviews

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

Nov 26 – Dec 3

ﺩ.ﺇ757 per night

Guest favorite

Apartment in Everett

4.88 out of 5 average rating, 395 reviews

Modern&Clean 10min to Boston & Airport

Nov 17 – 24

ﺩ.ﺇ636 per night

Guest favorite

Apartment in Waltham

4.98 out of 5 average rating, 209 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Jan 13 – 20

ﺩ.ﺇ458 per night

Guest favorite

Apartment in Somerville

4.91 out of 5 average rating, 170 reviews

Spacious, private apartment in perfect location

Aug 15 – 22

ﺩ.ﺇ602 per night

Guest favorite

Apartment in Stoneham

4.87 out of 5 average rating, 140 reviews

Entire guest suite in Stoneham

Dec 31 – Jan 7

ﺩ.ﺇ282 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
ﺩ.ﺇ37 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 10 homes with a bbq area, over 40 homes with wifi, over 30 homes with air conditioning, 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 townhouse rentals in Chelsea have wifi?
Absolutely! We offer over 10 townhouse 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 $50 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

Apartments

Houses

Hotels

Popular amenities for Chelsea vacation rentals

Stay near Chelsea's top sights

Other great vacation rentals in Chelsea

Apartment in Cambridge

Guest suite in Nahant

Guest suite in Boston

Apartment in Chelsea

Apartment in Everett

Apartment in Waltham

Apartment in Somerville

Apartment in Stoneham

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 townhouse rentals in Chelsea have wifi?

How much does it cost to stay in condo 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