Family-friendly holiday rentals in Chelsea

Luxury Boston Home +Free Parking +5 mins to Casino

The Cottage 1925 is the epitome of a fun filled getaway. Offering a wine fridge in the main room, 90 inch waterfall peninsula, 70 inch TV, central air and off street parking. Spend the day shopping at Assembly row mall or game night with friends at Lucky Strike. Have a night out at a 5 star restaurant or try your luck at Encore Boston Casino. Make sure to visit “Little Italy,'' famous for its Italian food and feasts or catch a Celtics game at the Garden. The Cottage1925, home away from home.

Gorgeous Retreat - Amazing Kitchen - Hosts 6

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino Whether you travel for outdoor adventure, beach time, family bonding or just hanging out, this gorgeous two-bedroom home – just minutes away from the beach and Encore Casino and less than 20 minutes from the city center – was lovingly renovated and outfitted to curate an experience of being at home, at peace, and surrounded with quiet beauty. Restaurants, Grocery Store, Pharmacy and other conveniences within minutes walk.

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.

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.

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!

Near Boston / Everett historic two-bedroom

Cozy 2-bedroom apartment in charming historic 1920's home with original bathroom and original woodwork throughout, updated with modern amenities. Enjoy an amazing night's sleep on new luxury mattresses topped with crisp hotel-style linens, dreamy pillows, and cozy comforters. Cook dinner in the fully-stocked kitchen. A short Uber or subway ride into Boston. Close to Encore Casino, Assembly Row; and centrally located for day trips to Salem, the ocean, or the lakes and mountains of NH.

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.

Couples Retreat - Apt in Charming Colonial Home

Newly renovated, open concept apartment in a private home located on a quiet residential street. Single, queen-sized adjustable bed, steam shower, and oversized bubble jet tub make this an ideal retreat for stress free relaxation. Includes off-street parking, full-size washer and dryer, and the use of both front and rear porches with seating in season. This apartment is great for couples or individuals looking to relax and get a break from their busy lives.

5 minutes to downtown. Charming. Clean. Cozy.

THE CHELSEA HOUSE: A well-maintained 1900s apartment located on the third floor of a quiet, clean three-family brick building on a small one-way street. It features hardwood floors, exposed brick, and slanted loft ceilings creating a charming, warm, and cozy atmosphere. Parking is included. The Chelsea House is our home away from home, and we have decided to share it with others. Thank you in advance!

Cozy 1BR Stay Near Revere Beach & Boston Views

🌟 Stay in a modern 1BR retreat near Revere Beach with quick access to Boston and Logan Airport. Enjoy a private entrance, queen bed with blackout shades, fast WiFi, Smart TV with Netflix & Prime Video, and a fully equipped kitchen. Includes workspace, ductless A/C, and access to a shared backyard patio. Perfect for business trips, couples, remote work, and extended stays.✨

Modern Suite Near Boston, Airport & Downtown

Enjoy a spacious, private suite with its own entry and free parking on Admiral's Hill. Nestled in a secure, gated community, this peaceful retreat offers stunning city views and direct access to Mary O'Malley State Park. Perfectly located minutes from Logan Airport. Easy access to downtown Boston via public transit, it’s ideal for both relaxation and convenience.

Comfort apartment 3bed/2bath near Boston

Recently renovated apartment with new supplies, sheets, and 3 new mattresses!! My apartment is located near Boston in a very quiet, safe, and peaceful neighborhood. Great Location! 15 minutes from the Airport! 10 minutes away from the new Casino!! 15 minutes away from Downtown Boston! Very Close to Whidden Hospital in case of an emergency. NO PARTIES ALLOWED.