
Family-friendly vacation rentals in Chelsea
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Chelsea

Total vacation rentals
Explore 110 vacation rentals in Chelsea

Nightly prices starting at
Chelsea vacation rentals start at G$14,644 GYD per night before taxes and fees

Verified guest reviews
Over 9,740 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Chelsea vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chelsea rentals

4.8 Average rating
Chelsea stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated family-friendly rentals in Chelsea
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
Indoor spacesFamilyAccuracy

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.
FamilyIndoor spacesBackyard

J&K's BnB .... Private studio Airbnb with parking
Our non-smoking private Studio Bnb is located by the airport in Point Shirley; a small safe seaside community. Daily continental breakfast is provided. No cooking allowed, kitchenette with a microwave, coffee maker, a refrigerator. Private bathroom with corner shower, free 5G wireless WiFi, RokuTV, one car off-street parking. Due to our severe medical health allergies to animal hair, fur & feathers, Airbnb has granted us an exemption not to host guests service or emotional support animals.
Indoor spacesKitchenAccuracy

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.
FamilyKitchenOutdoor spaces

#9 Modern Home 15 min to Boston w/ Yard & Parking
Stay in this stylish 2-story home 3 Comfy Bedrooms + 1.5 Baths! Ideal for families or groups, it comfortably fits 6+ guests. Enjoy a fully stocked kitchen, dedicated workspace, and a private backyard with a gas BBQ & fire pit. Perfectly located for exploring Boston, Cambridge, and Salem with free private parking. Your memorable stay with experienced Superhosts awaits! 📶 High-Speed Wi-Fi + Smart TVs 🚗 Private Parking for 2 Cars 🧺 In-Unit Laundry 🌆 Easy Access to Local Attractions
FamilyKitchenBackyard

Bright Family Oasis Near Boston w/ Parking
Bright, plant-filled oasis in a quiet Medford neighborhood just minutes from Boston, with easy access to transit and free parking. Guests return again and again for the spotless cleanliness, curated art, and true “home away from home” feel. Enjoy a fully equipped chef’s kitchen and private backyard. Perfect for exploring the city, then relaxing in a peaceful, beautifully designed space. Or working from home. Conveniently located for day trips to Salem, Cambridge and downtown Boston.
Indoor spacesFamilyParking

Hipster Basecamp | Fireplace • Views • Parking
Welcome to Hipster Basecamp, a curated space where mid-century design meets modern comfort. Enjoy bold touches like a double-sided fireplace, Smeg appliances, and a ceiling-mounted rain shower. Brew espresso or mix cocktails with everything at your fingertips, then head to the deck to unwind and take in the peaceful view. Admire original artwork throughout — and if a piece speaks to you, it's available for purchase. (*note: record player is currently out of order)
Indoor spacesFamilySleep quality

Apartment in Revere near the airport
Enjoy the simplicity of this quiet and central accommodation. Located in a strategic area. Close to the airport, beaches, shopping malls, train station, Downtown Boston, etc. The apartment has a bedroom, large kitchen, living-dining room, full bathroom and an outside terrace overlooking the interior of the property. The living-dining room has the peculiarity of having a door with a lock so it can be used as an additional private room if required.
FamilyIndoor spacesAccuracy

Luxury Grand Oasis | Pool · Gym · Parking · 2BR
Discover your exclusive retreat in Everett. Immerse yourself in sleek, curated living with designer finishes and resort‑style amenities for an unforgettable stay. Highlights: • Steps from downtown Boston via easy Silver Line & Route 1 access • Sparkling pool with cabana seating and courtyard fire pits • 24/7 state‑of‑the‑art fitness center & dedicated yoga studio • Private music room, co‑working pods & on‑site community pet spa
FamilyKitchenTV

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.
FamilyKitchenAccess

Modern 2-bedroom w/parking near Encore and Logan
Modern two bedroom with free parking, conveniently located 7 minutes from Boston Logan Airport, 5 minutes from Revere Beach and only 12 minutes to Encore Casino and downtown Boston. No parties or events are allowed in the unit. Penalties apply. DISCLAIMER: For your safety and the safety of others, surveillance cameras are installed outdoors at this property.
KitchenIndoor spacesParking

Convenient Cozy Clean Public Trans Free parking
THE CHELSEA HOUSE: A charming 1900s third-floor (24 steps) apartment in a quiet, clean three-family brick building on a one-way street. Features include hardwood floors, exposed brick, and sloped loft-style ceilings that create a warm, cozy feel. Parking included. This is our home away from home, and we’re happy to share it with you. Thank you for staying.
KitchenFamilySleep quality
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Getaway w/private Jacuzzi• Fire Pit•
KitchenIndoor spacesGetting around

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA
KitchenFamilyGetting around

Wellesley Spacious and Modern
Indoor spacesKitchenCleanliness

Oceanfront Pool. Close to Boston. Free Parking.
KitchenIndoor spacesHeating

Headers’ Haven
Indoor spacesKitchenAccess

Heart of Southie - Hot Tub + Walk to Top Bars
Indoor spacesFamilyLayout

Lakeside apartment, patio, hot tub, outside shower
KitchenIndoor spacesDecor

Waterfront w/private beach, hot tub, & firepit!
Indoor spacesFamilyLocation
Family- and pet-friendly home rentals

Licensed Boston airport studio 5 stars, subway
Indoor spacesFamilyBathroom

Spacious 3 Bedroom Apartment with King Bed
FamilyIndoor spacesAccess

2-Bedroom Ocean View Walk to Beach and Downtown
Indoor spacesKitchenDecor

Cozy, historic 3 bedroom home close to Boston!
FamilyIndoor spacesAccess

Ocean view studio with hot tub & access to Boston
FamilyIndoor spacesLaundry

The Day-Burrill-Wadsworth-La Voix House
Indoor spacesKitchenComfort

Private apartment near Boston/Airport/Beach/Train
KitchenFamilyTV

Private Studio w/ Loft Center Historic Carlisle
FamilyKitchenQuiet
Family-friendly home rentals with a pool

Cozy 1BR Near Boston w/ Pool & Gym
KitchenIndoor spacesPool

the house of id; vintage shop, accessible space
KitchenFamilyHeating

Theatre | Arcade | Pool w. Free 3 Car Parking
FamilyIndoor spacesAccess

Spacious vacation unit in premium suburban town
KitchenIndoor spacesTV

Private Pool Retreat w/Fire Pit Near Singing Beach
FamilyKitchenLocation

Cozy Private Suite halfway between Cape & Boston
Indoor spacesFamilyBathroom

Country Cottage in the City
FamilyIndoor spacesOutdoor spaces

Cozy Private Studio Unit w/ Laundry and Parking!
Indoor spacesKitchenLong stay
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,379 GYD | G$29,915 GYD | G$31,589 GYD | G$40,584 GYD | G$44,140 GYD | G$51,881 GYD | G$43,094 GYD | G$42,885 GYD | G$43,931 GYD | G$45,395 GYD | G$38,910 GYD | G$35,772 GYD |
| Avg. temp | -1°C | 0°C | 4°C | 9°C | 15°C | 20°C | 23°C | 23°C | 19°C | 13°C | 7°C | 2°C |
Destinations to explore
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- Fenway Park
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- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
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- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
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- Northeastern University
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- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo
- Prudential Center





