Holiday houses in Chelsea

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Top-rated holiday rentals in Chelsea

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in Medford
5 out of 5 average rating, 6 reviews

ChicStylish Near Tufts/Boston 1BR w/ SitStand Desk

Located minutes from Tufts/Somerville, Cambridge, and Boston. This recently renovated flat offers a spacious, chic, open concept design with hardwood floors, lots of natural light, blackout shades, and glass markerboards. Modern kitchen equipped with stainless steel appliances and coffee machine. Stylish living room features a 65" flat screen smart TV, floating shelves, and adorable couch. Comfy bedroom offers a memory foam mattress, powered stand-up/sit-down Uplift Desk, and foldable treadmill.

Superhost
A modern living area is shown, featuring a white sofa with black and cream accents. Natural light fills the space through large windows adorned with dark curtains. A stylish area rug anchors a coffee table, with a sleek work desk positioned nearby.
Apartment in Chelsea
4.78 out of 5 average rating, 54 reviews

Boston Modern Apt: Luxe Stay w/ Gym, Parking

Discover Boston from a contemporary luxury apartment with exceptional ambiance and amenities. STRICT NONSMOKING!!! The Unit: → Lightning Fast Wi-Fi → Comfortable King Bed → Dedicated Corporate Office Workspace → 65" Living Room Smart TV → 55" Bedroom Smart TV → Fully Stocked Kitchen → Washer & Dryer → Private Parking The Amenities: → Business Lounge → Pool → Full Size Gym → Gameroom Ideal for business travelers, travel nurses and corporate clients looking to experience Boston in style.

Top Guest favourite
The exterior of a Victorian home is showcased, featuring a light-colored facade with decorative trim. A welcoming porch area is accented by potted plants, and steps lead up to a wooden front door flanked by tall windows. Lush greenery surrounds the property.
Apartment in Newtonville
4.87 out of 5 average rating, 555 reviews

Country Charm minutes from the Hub - 1st Floor Apt

Private, smoke/pet-free 1st floor efficiency apartment with independent access for ONE PERSON ONLY at back of family home. Includes full bathroom, refrigerator, microwave, coffee maker + WiFi. All basic supplies provided. Driveway parking. Mins from MBTA transit including commuter rail. Laundry-room access for rentals of 7 nights ore more. Sorry, no vaping and no smokers - even if you smoke outside - because smoke odor on you or your clothes can be left in your wake in the room. No open flame.

Guest favourite
A wooden table featuring a natural, textured surface holds a decorative bowl and a small green plant. A softly lit lamp and a vase with white flowers are also visible. The wall art depicts two silhouettes of deer amid foliage, adding a serene touch.
Guest suite in Revere
4.86 out of 5 average rating, 106 reviews

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.

Guest favourite
A spacious studio apartment is presented, featuring a full bed with soft linens and decorative pillows. Natural light fills the room through large windows, which are dressed with elegant curtains. A modern seating area includes a sleek black sofa and an armchair, creating a comfortable relaxation space.
Apartment in Beachmont
4.85 out of 5 average rating, 210 reviews

Stylish and Cozy at Revere Beach

Unwind in the stylish Studio apt in the heart of Revere. Enjoy the apartment all to yourself and your family. The city is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Revere and the metro Boston region easily from this prime location with very close walking distance to Blue Line subway station and Revere Beach. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Full Bed ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Pool ✔ Gym

Guest favourite
The spacious bedroom features a king-sized bed with a dark quilt and layered patterned bedding. Soft lamps provide ambient lighting on either side of the bed, which is set against a wall adorned with dark curtains. A flat-screen TV is positioned across from the bed, with an air conditioning unit nearby.
Guest suite in Melrose
4.92 out of 5 average rating, 566 reviews

Private Suite-Free Parking,near Boston Airp-Train

--> 7 miles N of Boston & a near subway, beaches, & airport (93, 95 & Rte 1), you’ll find the quaint city of Melrose. During 11/25 - 3/26 longer stay are possible. Please inquire. The Melrosian Suite is nestled behind other houses. Wake up to the chirping birds instead of Boston’s noise. 225 acres of ponds, trails & conservation lands are at top of street w/ distant views of Boston & the ocean. Before booking, check out info required when you book & house rules.

Guest favourite
Apartment in Revere
4.93 out of 5 average rating, 27 reviews

Marian place

Cozy and relaxing apartment in the heart of the west Revere close to the most beautiful beaches 🏖️ in the area, 15 minutes from the city of Boston, (downtown), 7 minutes driving from trains station, walking 🚶🏻‍♀️ distance from the Bus 🚌 stops, 35 minutes from salem museum,lot of beach front restaurants, convenience stores and supermarkets. Life the experience in Boston museum water tours and a lot fans activity to enjoy 🤗

Guest favourite
Apartment in Everett
4.95 out of 5 average rating, 83 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

Guest favourite
Private room in West Somerville
4.88 out of 5 average rating, 366 reviews

overflow room by Tufts Cambridge Davis Square 闪家@4

The room has a twin bed and is in the basement, cozy and quiet. In winter, hallway is cool and the furnace makes a sound when on. The room has tile flooring, two bed end tables, two lamps with USB charge ports, a small desk with an office chair, a mirror, and a tower fan that can make white noise. This bedroom shares a full bathroom on the second floor with two other bedrooms which are also rented through AirBnb.

Guest favourite
A living room is featured with hardwood floors and exposed brick walls, creating a cozy ambiance. A large TV sits atop a white media console. A comfortable blue chair with a patterned cushion provides seating, while a coffee table enhances the space. Artwork decorates the walls.
Apartment in Chelsea
4.94 out of 5 average rating, 411 reviews

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!

Top Guest favourite
The entrance to the suite is adorned with lush greenery, creating a welcoming facade. A door leads into the unit, framed by railings and planters. The area is bordered by stone pathways and garden beds, enhancing the natural appeal of the space.
Guest suite in Admirals Hill
4.96 out of 5 average rating, 153 reviews

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.

Guest favourite
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, 107 reviews

Cozy Spot: Chelsea - 13 Mins to Logan

Cozy and clean space in a prime location ideal for solo travelers or remote workers. Queen bed, workspace, pet-friendly, and steps from public transport, shops, and restaurants. Hosts up to 3 guests (please include all in booking). On the 2nd floor, stairs only. The street can be a bit noisy sometimes, here and there — just so you know! Book your stay today!

Popular amenities for Chelsea holiday rentals

When is the best time to visit Chelsea?

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Avg. price$193 NZD$197 NZD$200 NZD$226 NZD$243 NZD$241 NZD$255 NZD$235 NZD$243 NZD$257 NZD$224 NZD$205 NZD
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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 200 holiday rentals in Chelsea

  • Nightly prices starting at

    Chelsea holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 15,990 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 50 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wi-Fi availability

    190 of Chelsea holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Chelsea rentals

  • 4.7 Average rating

    Chelsea stays receive an average rating of 4.7 out of 5 from guests

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