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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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Home in Everett

4.91 out of 5 average rating, 221 reviews

#9 Modern Home 15 min to Boston. Relax in Style!

Stay in comfort & style in this beautiful & well-appointed home! Located just steps away from public transport and very close with easy quick access to Boston, Cambridge, Salem & surrounding cities & attractions. This listing includes free driveway parking for up to 2 cars, a living room w/ LED flat-screen TV, a dining room, a full kitchen with a dishwasher, laundry-in-unit, & more! Enjoy high-speed Wi-Fi, memory foam mattresses & a back deck/yard with a BBQ Grill! Read our many great reviews.

Guest suite in Winchester

5 out of 5 average rating, 130 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

Rental unit in Waltham

4.97 out of 5 average rating, 234 reviews

Cozy Private Studio Unit w/ Laundry and Parking!

Almost every guest describes my place as cozy, which was the feeling I was going for when I designed the space! You will love this large 400 sq. ft private 1 bedroom studio. This unit has a private entrance w/ punch code door, full bathroom, large walk-in closet, mini fridge, freezer and microwave. It has one parking spot in the driveway and a washer /dryer. The backyard is shared but the unit has a private patio. Rental is attached to a single family home. (Please note: No full kitchen)

Guest suite in Revere

4.91 out of 5 average rating, 234 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

Rental unit in Woburn

5 out of 5 average rating, 105 reviews

Charming 1 BR private entrance apt commuters dream

Newly renovated, spacious 1 B/R apartment. Featuring a private entrance, kitchen with all new stainless-steel appliances, eating/office area, living room and separate bedroom with a Queen-sized bed, streaming cable & WIFI connections, exclusive outdoor space and off-street-parking. Minutes to Rt 95, Rt 128, Rt 93. Easy drive to all major local business, hospitals, mass transportation , airport & commuter rail less than 2 miles. Minutes to Woburn center, Winchester center, shopping & dining.

Rental unit in Everett

4.9 out of 5 average rating, 213 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.

Guest suite in Everett

4.91 out of 5 average rating, 258 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 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. See guide book for more info on the area!

Guest suite in Peabody

4.98 out of 5 average rating, 185 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.

Guest suite in Woburn

4.97 out of 5 average rating, 149 reviews

Relaxing and Comfortable Home Away From Home

Privacy and comfort in complete lower level of this home. Private entrance and no shared space all within 5 minutes of shopping/restaurants and major highways. The space features a large kitchen w/dining area for 4pp, 1 bedroom with queen sized bed , living room with 65 inch tv with full cable. 1 full Bathroom with shower and tub. Washer and dryer are also included. Professionally maintained and enclosed backyard and patio area for outdoor seating.Full sized bed in the bonus room.

Guest suite in Revere

4.94 out of 5 average rating, 119 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.

Guest suite in Melrose

4.92 out of 5 average rating, 502 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.

Home in Revere

4.94 out of 5 average rating, 155 reviews

Brand new construction beach unit 🏖🌅⛵🚣🚤🌞🌊🏊

Welcome to this very charming and cozy in a brand new multifamily house, private entrance, backyard view. Has a brand new everything, Keurig, 55" smart TV, full bathroom/kitchen, new queen memory foam bed, very modern touch. Located in a beautiful and quiet side of revere, with a private driveway. Walking distance to the beach (1 mile), shops, transportation across the street, very close to airport and downtown Boston. ANIMALS (including service) NOT ALLOWED.

Vacation rentals for every style

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Popular amenities for Chelsea vacation rentals

Free parking on premises

Air conditioning

Stay near Chelsea's top sights

Mystic Mall4 locals recommend

Newbridge Cafe5 locals recommend

Floramo's12 locals recommend

Chili's Grill & Bar18 locals recommend

Ciao! Pizza and Pasta24 locals recommend

The Home Depot11 locals recommend

Other great vacation rentals in Chelsea

Guest suite in Marblehead

4.97 out of 5 average rating, 278 reviews

Private Loft Right on Atlantic Avenue

Rental unit in Watertown

4.88 out of 5 average rating, 348 reviews

Private studio close to Boston and Harvard square

Rental unit in Woburn

4.94 out of 5 average rating, 137 reviews

Comfy-Spacious-private 1BR conveniently located

Guest suite in Jamaica Central - South Sumner

4.91 out of 5 average rating, 202 reviews

Cozy Private Garden Studio near the Heart of JP

Guest suite in Chelsea

5 out of 5 average rating, 14 reviews

Beautiful Studio 5 Miles from Airport

Guesthouse in Melrose

4.97 out of 5 average rating, 74 reviews

Jimmy & Donny's AirBnB

Home in Everett

4.94 out of 5 average rating, 67 reviews

Amazing Kitchen, Spectacular Sunsets - Hosts 6

Rental unit in Lynn

5 out of 5 average rating, 10 reviews

Luxurious Comfortable 1BR Apt

Quick stats about vacation rentals in Chelsea

Total rentals
190 properties
Nightly prices starting at
$10 before taxes and fees
Total number of reviews
14K reviews
Family-friendly rentals
70 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
10 properties have a pool

Frequently Asked Questions

What are the most popular amenities for Townhouse Rentals in Chelsea?
Enhance your stay in our Townhouse Rentals with the most popular amenities: over 10 homes with wifi, over 10 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 apartment rentals in Chelsea have wifi?
Absolutely! We offer over 100 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 townhouse rentals in Chelsea have air conditioning?
Absolutely! We offer over 10 townhouse 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 20 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 70 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Destinations to explore