
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$14,617 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 spacesKitchenWifi

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 spacesCheck-in

Stunning Oceanview-4 Train Stop Logan Airport
Stunning 1 bedroom huge apartment with partial ocean views of Revere Beach. This upscale home has it all!! Just one flight up then you enter a hardwood floor foyer, opens to a huge living room with upscale decor, large eat in kitchen stainless steel appliance, country table has seating for 4, tile floor, gas range, and lots of cabinet space, with views of Revere Beach and ocean, giant bathroom complete with tiled shower and stackable laundry (Washer and Dryer) and huge bedroom with closet.
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.
KitchenFamilyAmenities

#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
Indoor spacesKitchenLocation

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)
FamilyIndoor spacesWalkability

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 spacesGetting around

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
FamilyKitchenAir conditioning

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.
Indoor spacesFamilyGetting around

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.
FamilyKitchenCleanliness

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.
Indoor spacesKitchenBeach

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.
FamilyKitchenCheckout
Popular amenities for Chelsea family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury Stay in Somerville | River & City View
KitchenDecorAccuracy

Romantic Getaway w/private Jacuzzi• Fire Pit•
KitchenFamilyNearby

BC/BU - Beautifully Renovated Penthouse 3-BR/2-BA
KitchenIndoor spacesComfort

Wellesley Spacious and Modern
Indoor spacesFamilyCondition

Oceanfront Pool. Close to Boston. Free Parking.
FamilyKitchenDecor

Headers’ Haven
KitchenFamilyPool

Heart of Southie - Hot Tub + Walk to Top Bars
KitchenIndoor spacesSleep quality

Lakeside apartment, patio, hot tub, outside shower
FamilyIndoor spacesGrill
Family- and pet-friendly home rentals

Licensed Boston airport studio 5 stars, subway
FamilyIndoor spacesWifi

2-Bedroom Ocean View Walk to Beach and Downtown
FamilyKitchenValue

Spacious 3 Bedroom Apartment with King Bed
Indoor spacesFamilyView

Ocean view studio with hot tub & access to Boston
Indoor spacesFamilyBeach

Private apartment near Boston/Airport/Beach/Train
FamilyKitchenPets

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

The Brickhouz at Arlington !
Indoor spacesFamilyNearby

Luke 1 House | Safe | Parking | Stylish | MBTA
FamilyIndoor spacesAir conditioning
Family-friendly home rentals with a pool

The Murthy : Bright • Spotless • W/D
KitchenIndoor spacesComfort

Cozy 1BR Near Boston w/ Pool & Gym
Indoor spacesKitchenGetting around

the house of id; vintage shop, accessible space
Indoor spacesFamilyAccess

Theatre | Arcade | Pool w. Free 3 Car Parking
FamilyIndoor spacesGetting around

Spacious vacation unit in premium suburban town
KitchenIndoor spacesHiking

Private Pool Retreat w/Fire Pit Near Singing Beach
Indoor spacesFamilyPool

Cozy Private Suite halfway between Cape & Boston
FamilyIndoor spacesGetting around

Country Cottage in the City
Indoor spacesFamilyHospitality
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$31,323 GYD | G$29,861 GYD | G$31,532 GYD | G$40,511 GYD | G$44,061 GYD | G$51,787 GYD | G$43,017 GYD | G$42,808 GYD | G$43,852 GYD | G$45,314 GYD | G$38,840 GYD | G$35,708 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
- Harvard University
- Hampton Beach
- TD Garden
- Gillette Stadium
- Boston Common
- Boston Seaport
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Freedom Trail
- New England Aquarium
- Onset Beach
- Canobie Lake Park
- MIT Museum
- Duxbury Beach
- Northeastern University
- North Hampton Beach
- Crane Beach
- Quincy Market
- Tufts University
- Harvard Square
- Roger Williams Park Zoo
- Prudential Center





