Holiday rentals in Chelsea
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Top-rated holiday rentals in Chelsea
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Modern 2BR Getaway Near Revere Beach
Experience elevated comfort in this beautifully designed 2-bedroom retreat in Revere, MA. This modern home features curated décor, elegant furnishings, and bright, open living spaces that create a calm, upscale atmosphere. Enjoy plush bedrooms, a stylish dining area, and a cozy lounge perfect for unwinding in comfort. Ideally located near Revere Beach with easy access to Boston & Logan airport, this house blends luxury and convenience for an exceptional stay. Kindly read additional house rules
Beacon Hill - Historic Elegance
Step into 40 Hancock Street, a grand Beacon Hill brownstone suite with soaring ceilings, ornate fireplaces, and elegant bay windows that flood the space with light. This historic yet modern retreat blends timeless Boston charm with upscale finishes. Just steps from Boston Common, the Charles River, and the city’s finest dining, this luxury unit offers an unforgettable stay in one of the city’s most iconic neighborhoods. Entire apartment. No shared spaces. 100% private. 🚫 No pets allowed
Cozy Winter Cabin Near BOS, Airport w/Parking
Private and spacious lower level 550 sq ft studio close to the city. You'll be a quick 10-20 mins drive to downtown Boston, and 30-40 mins to coastal towns, including Salem. You'll have a reserved driveway parking spot on a quiet residential street. We provide guests with a professionally cleaned cabin, plenty of towels, and coziness! We are located on a quaint and low-traffic hill, so if you are walking to the bus, it is 0.7 mi away, with inclines. Access to our home requires steps
Cozy unit near Boston w/parking
Welcome to our cozy and modern Everett retreat the perfect space for couples, solo travelers, or anyone looking for a comfortable stay just minutes from Boston! Located only 5 miles from Downtown Boston and close to public transportation and bus stops, this stylish private suite offers a relaxing atmosphere with everything you need for a convenient and enjoyable stay. Perfect for: ✔️ Couple trips ✔️ Weekend getaways ✔️ Boston visits ✔️ Business travelers ✔️ Airport stays
#5 Modern Suite w/ King Bed & Jacuzzi near Boston
Stay in this fully renovated suite featuring a King-size memory foam bed designed for your comfort. 🚗 Private driveway & entry for easy, stress-free parking. 🍳 Fully equipped kitchen with modern stainless steel appliances, including a gas stove, microwave & dishwasher. 🛁 Private bathroom with relaxing Jacuzzi tub. 🍽️ Dining area, work desk, high-speed Wi-Fi, and Smart TV for your convenience. 🌟 Relax in comfort near Boston, read our glowing 5-star reviews!
4Bed AP/5 min walk to T-Logan- downtown to Boston
Welcome to your East Boston getaway! This bright, modern 4-bedroom, 1-bath apartment offers comfort and convenience on the first floor. Just a 5-minute walk to the Blue Line for quick access to downtown and Logan Airport. Enjoy stylish décor, cozy living areas, and nearby city charm. Parking via SpotHero. Professionally cleaned and fully stocked for a relaxing stay. About 45 minutes to Gillette Stadium, 10 to TD Garden, and 20 to Fenway Park.
Private Luxury Retreat | Pool · Gym · Parking
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
Luxurious Open-Concept Home with Roof Skyline View
Enjoy a luxurious stay at this centrally located home, just minutes from the airport, downtown, and Encore Casino. Featuring an open-concept design with high ceilings and stunning views of Everett’s city skyline, this home is perfect for both relaxation and adventure. • Prime Location: Close to key attractions and entertainment. • Modern Comforts: Rooftop deck, Spacious, stylish, and equipped with everything you need.
Cozy 1BR Near Boston w/ Pool & Gym
🌟 Features You’ll Love • 1BR w/ king bed • Fast Wi-Fi + workspace • Smart TVs • Full kitchen • Washer/dryer • Private patio • Private parking • Pool, gym, game room & business lounge 📍 Prime Location • Chelsea, minutes from Boston ✨ Perfect For • Business travelers, travel nurses & city stays 💫 Good To Know • Strictly non-smoking Dont miss out- reserve your stay today and enjoy a memorable Boston experience.
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.
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.
The Chelsea House- Minutes to Downtown-Charming.
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.
Popular amenities for Chelsea holiday rentals
Stay near Chelsea's top sights
Other great holiday rentals in Chelsea
Private comfortable, colorful Red Room@Washburn!
Eastie Cozy Retreat - Chic & Large Priv Bedroom
Private room with a deck, in a historic house
Comfortable Chelsea home
Lobby bar, gym and indoor heated pool
Peaceful Warrior by BOS/ Encore!
Timeless Stay | Freedom Trail. Fitness Center
Near Logan Airport + Free Breakfast. Shuttle. Gym.
When is the best time to visit Chelsea?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €97 | €101 | €115 | €114 | €122 | €121 | €128 | €118 | €122 | €143 | €124 | €114 |
| 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 |
Frequently Asked Questions
What are the best places to stay in Chelsea?
Chelsea has stays in vibrant areas near the waterfront, historic downtown, and residential neighborhoods with parks. Consider places around Broadway and the historic core for unique architecture and access to local shops.
What are the best things to do in Chelsea with kids?
Families frequently suggest visiting Mary O'Malley State Park for playgrounds and harbor views, exploring local libraries for events, or trying hands-on children’s programs at community centers. Seasonal activities and family-friendly eateries are also popular.
What are some of the best things to do in Chelsea?
Explore Mill Creek Riverwalk for waterside strolls, visit the Chelsea Square Historic District for local heritage, or discover neighborhood galleries and murals. Many enjoy relaxing in public parks or discovering local restaurants.
How is the weather in Chelsea?
Chelsea has cold winters around 23–39°F (-5–4°C) and warm summers near 65–82°F (18–28°C), with moderate rainfall throughout the year. Pack layers for cooler evenings and versatile weather, especially in spring and autumn.
When is the best time to visit Chelsea?
Late spring through early autumn is frequently suggested for warmer weather, blooming parks, and outdoor cultural events. Winter has a quieter pace, with festive community events and cozy neighborhood eateries.
What are the best places to visit in Chelsea?
Frequently suggested stops include Mary O'Malley State Park for harbor views, the Chelsea Square Historic District for architectural interest, and local galleries for rotating art exhibits. Walking along the Mill Creek Riverwalk is another popular activity.
What are some hiking trails in Chelsea?
Hikers can explore green spaces like Mary O'Malley State Park for waterside walks, or follow urban trails through neighborhood parks. For a wider variety of trails, wooded paths can be found in public conservation areas around Chelsea.
What are some family activities we can do in Chelsea?
Families can explore local parks like Mary O'Malley State Park, participate in craft and storytime activities at Chelsea Public Library, or enjoy community art projects and sports fields. Many local cafes also welcome children.
What are some of the best day trip ideas from Chelsea?
Many visitors explore Greater Boston’s museums, historic sites, and beaches around the North Shore. Others choose to discover local food markets and coastal parks just outside Chelsea for a change of pace.
Are there any pet friendly accommodations available in Chelsea?
Chelsea has pet-friendly rental options, especially in residential neighborhoods with access to green spaces. Local parks and nearby walking trails make it convenient to travel with dogs.
What are some local tips for visiting Chelsea?
Locals recommend exploring multicultural food options, supporting small shops around Broadway, and checking public art installations. Early mornings are quieter for park strolls, and bringing layers helps with shifting New England weather.
What is Chelsea known for?
Chelsea is known for its vibrant immigrant communities, historic architecture, and rich industrial heritage. Its lively dining scene and public parks contribute to a locally rooted, welcoming atmosphere.
What are the best hidden gems to explore in Chelsea?
Explore local murals and street art throughout Chelsea, walk peaceful paths along Mill Creek, or stop by small bakeries and welcoming community cafes. Neighborhood parks and local art displays invite you to connect with the city's creative spirit.
What are the best foods to try in Chelsea?
Chelsea is known for its diverse mix of Salvadoran pupusas, Vietnamese pho, and traditional New England seafood like fried clams and chowder. Bakeries in the area are often recommended for house-made breads and pastries.
What should I bring for a trip to Chelsea?
Pack comfortable walking shoes for exploring, layers for shifting weather, and a rain jacket for occasional showers. A reusable water bottle and a camera can be helpful for neighborhood strolls and scenic views.
What is the nightlife in Chelsea like?
Chelsea has a low-key nightlife scene with lively neighborhood bars, lounges, and restaurants featuring Latin American and international music. For more nightlife options, visitors often explore nearby Boston neighborhoods.
What are the most popular events or festivals in Chelsea?
Chelsea often hosts community festivals celebrating cultural heritage, arts, and food, especially in the warmer months. Multicultural parades and seasonal celebrations, such as those around summer and autumn holidays, are often community highlights.
Are there family friendly vacation rentals in Chelsea?
Chelsea has vacation rentals in residential neighborhoods that suit families, offering features like extra bedrooms, kitchens, and proximity to parks or playgrounds. Many hosts are happy to welcome children and offer local tips.
Quick stats about holiday rentals in Chelsea
Total holiday rentals
Explore 220 holiday rentals in Chelsea
Nightly prices starting at
Chelsea holiday rentals start at €34 per night before taxes and fees
Verified guest reviews
Over 16,530 verified reviews to help you choose
Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities
Pet-friendly holiday rentals
Find 60 rentals that welcome pets
Holiday rentals with a pool
10 properties feature pools
Rentals with dedicated workspaces
110 properties have a dedicated workspace
Wifi availability
210 of Chelsea holiday rentals include wifi 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!
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- Hampton Beach
- Fenway Park
- TD Garden
- Harvard University
- Boston Common
- Brown University
- New England Aquarium
- Revere Beach
- Boston Seaport
- Boston University
- Gillette Stadium
- Northeastern University
- Boston Convention and Exhibition Center
- Freedom Trail
- MIT Museum
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Onset Beach
- Roxbury Crossing Station
- Quincy Market
- North Hampton Beach
- Museum of Fine Arts
- Prudential Center