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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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Guest favorite
A spacious living area features a large sectional sofa adorned with yellow and white cushions. A patterned area rug covers the hardwood floor, and a round coffee table sits centrally. Natural light enters through multiple windows, complemented by decorative wall art and a cozy fireplace.
Home in Everett
4.87 out of 5 average rating, 82 reviews

Entire Home | Boston Skyline | Airport | Downtown

Welcome to our cozy entire home – the perfect place for your weekend getaway or extended stay. Our home is strategically located to ensure your stay is hassle-free: - About 10 Minutes to the Airport - Easy access to downtown Boston - Short drive to the Encore Casino - Less than 5 miles from popular Beach Area - Abundant local transportation options for a stress-free commute - A brief drive to city's major universities area - Private 4 car Parking included free. - Super Wi-Fi NO PARTIES ALLOWED.

Guest favorite
The living area is furnished with dual leather love seats positioned across from a central coffee table. A wall-mounted television is visible above a sleek entertainment unit. Natural light enters through large windows, with light curtains adding a soft touch to the space.
Apartment in Everett
4.89 out of 5 average rating, 64 reviews

Modern City Home | Easy Access to Boston & Encore

Welcome to your luxurious home away from home! Indulge in the comforts and convenience of it all here at our newly renovated 2-bedroom 1 bathroom apartment with carefully curated aesthetics. This airbnb is centrally located in Everett, Ma. Just minutes from Encore Boston Harbor, short commute to the airport, Downtown Boston, Chinatown, Back Bay, Aquarium, Freedom Trail, Boston Common, MGH, Spaulding Rehab, USS Constitution, Museum of Science, MIT. Be the first to experience your best stay ever!

Guest favorite
Home in Revere
5 out of 5 average rating, 7 reviews

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

Top guest favorite
The spacious living room features hardwood floors with an orange accent wall and contemporary artwork. A comfortable sofa and decorative throw blankets are arranged around a coffee table adorned with seasonal decor. A faux fireplace adds a decorative touch, while a small bench provides additional seating.
Apartment in Revere
4.89 out of 5 average rating, 234 reviews

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.

Top guest favorite
A framed artwork features the silhouette of a raven against a shimmering gold background. The ornate frame adds a touch of elegance, enhancing the gothic decor of the space.
Condo in Salem
4.95 out of 5 average rating, 105 reviews

The Raven!

Looking for the quintessential Salem stay? Look no further! The main bedroom is designed to get you in the Salem spirit, with its dark gothic decor. Take a reading break in the adjacent room, outfitted to look like a Victorian British library. A spacious living room, dining room, kitchen, and full bath complete this lovely property. Enjoy parking in a driveway in the typically-packed city. We are just a quick and enjoyable 12-minute walk to Essex street and all that downtown has to offer!

Guest favorite
A game night setup is displayed on a coffee table, featuring a case of poker chips in various colors, a deck of playing cards, and a sound machine. A wooden tray holds a bottle of red wine and two wine glasses, complemented by a bouquet of yellow flowers.
Townhouse in Chelsea
4.81 out of 5 average rating, 562 reviews

10 min Logan Airport- 3Bed/ 2Bath, Sleep 7

Welcome to my 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, my 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 my townhouse today and experience the perfect blend of comfort and convenience for your Boston trip!

Guest favorite
A spacious living area features a gray sofa adorned with red checkered pillows and a cozy blanket. A marble-topped coffee table sits in front, while warm wood paneling surrounds the space. Bright lighting emanates from a contemporary overhead fixture, creating a welcoming environment.
Apartment in Everett
4.84 out of 5 average rating, 250 reviews

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

Superhost
Apartment in Revere
5 out of 5 average rating, 3 reviews

Sunlit Luxury 2BR | Beach/Train Access + Boston

Wake up to golden sunlight streaming through every room — step outside to the beach or hop the train to Boston in 20 min. 🏖️ Revere Beach (America's first public beach) - 3 min walk 🚆 Train Stop - 3 min Walk ✈️ Logan Airport — 10 minutes by car 🎓 Harvard, BU, Northeastern & UMass Boston — easy train or drive 🏥 Mass General Hospital — ~15 min by train 🎃 Salem, MA — just 20 min north 🎰 Encore Casino — ~15 min away 🏟️ Seaport, Cambridge, North End — all within comfortable reach

Superhost
A spacious bedroom is shown, featuring a black bed with a textured bedding set displaying ocean waves. A cozy armchair sits beside a radiator, and a small folding table is placed nearby. Natural light enters through a window with patterned curtains.
Home in Chelsea
4.83 out of 5 average rating, 413 reviews

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.

Superhost
Apartment in Everett
4.94 out of 5 average rating, 101 reviews

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

Superhost
Apartment in Everett
4.71 out of 5 average rating, 7 reviews

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.

Superhost
Apartment in Chelsea
4.79 out of 5 average rating, 71 reviews

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.

Popular amenities for Chelsea vacation rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Stay near Chelsea's top sights

Bunker Hill Monument

167 locals recommend

Airport

29 locals recommend

Constitution Beach

29 locals recommend

Other great vacation rentals in Chelsea

Private room in Chelsea
4.75 out of 5 average rating, 111 reviews

Spacious Private Room Near Logan

Guest favorite
A cozy bedroom features a spacious bed adorned with patterned bedding and decorative pillows. Natural light enters through two windows with blinds, illuminating the space. A nightstand accompanies the bed, and a wardrobe with mirrored doors stands nearby, creating a functional and inviting atmosphere.
Private room in Chelsea
4.9 out of 5 average rating, 108 reviews

Cozy Spot: Chelsea - 13 Mins to Logan

Guest favorite
Private room in Everett
5 out of 5 average rating, 7 reviews

Everett Gem Close to Boston One-Bedroom Suite

Top guest favorite
A classic brick house is shown with a well-maintained front yard and steps leading to the entrance. An American flag hangs from the porch, and a bridge can be seen in the background, spanning a body of water amidst a clear blue sky.
Private room in Chelsea
4.86 out of 5 average rating, 719 reviews

Cozy Place, Beautiful Place minutes from Boston

Guest favorite
Private room in East Boston
4.92 out of 5 average rating, 95 reviews

Boston Escape – Close to Downtown & Airport

Private room in Chelsea
4.68 out of 5 average rating, 19 reviews

A comfortable place to rest

Guest favorite
Hotel room in Chelsea
4.88 out of 5 average rating, 88 reviews

Close to Logan Airport + Breakfast. Shuttle. Gym.

Guest favorite
A softly colored room showcases a spacious bed with cream linens, accompanied by matching pillows. A minimalistic desk and chair are positioned nearby, with decorative wall art adding a touch of elegance. Soft lighting from a bedside lamp enhances the warm ambiance.
Private room in Everett
4.98 out of 5 average rating, 55 reviews

Peaceful Warrior by BOS/ Encore!

When is the best time to visit Chelsea?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$23,645 GYDG$24,482 GYDG$28,039 GYDG$27,620 GYDG$29,713 GYDG$29,503 GYDG$31,177 GYDG$28,666 GYDG$29,713 GYDG$34,734 GYDG$30,131 GYDG$27,620 GYD
Avg. temp-1°C0°C4°C9°C15°C20°C23°C23°C19°C13°C7°C2°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 vacation rentals in Chelsea

  • Total vacation rentals

    Explore 220 vacation rentals in Chelsea

  • Nightly prices starting at

    Chelsea vacation rentals start at G$8,370 GYD per night before taxes and fees

  • Verified guest reviews

    Over 16,530 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wi-Fi availability

    210 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!

Destinations to explore

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