Holiday rentals in Milton

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Top-rated holiday rentals in Milton

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Guest favourite
The living area features a light-colored sofa positioned around a circular coffee table. Natural light filters through bright, orange curtains, enhancing the warm ambiance. A decorative area rug adds texture to the hardwood floor, while a subtle wall art piece complements the room's design.
Flat in Milton
4.92 out of 5 average rating, 84 reviews

Milton Retreat: 10 Min to Boston, Near Amenities

Welcome to our delightful 2-bedroom apartment in Milton, perfect for your stay! Our home features two comfortable queen beds and a fully equipped kitchenware.Situated on the first floor in a quiet area, the apartment offers easy access to North Quincy Station (5-minute drive), downtown Boston, and Logan Airport (15-minute drive). Wollaston Beach is just 7 minutes away. Nearby amenities include grocery stores, restaurants, a pharmacy, and a nail salon. Book your stay with us for a cozy apartment.

Guest favourite
A bright and airy room features a comfortable bed adorned with colorful bedding. Two wooden desks with chairs are positioned thoughtfully, along with various seating options. Natural light filters through a window, accentuating the room's warm wood flooring and blue walls.
Guest suite in Boston
4.9 out of 5 average rating, 165 reviews

Boston arbor oasis - cute one bedroom suite

Upbeat, beautiful one bedroom with attached bathroom. Have the ground floor / lower level of our home to yourself. Your own private entrance, come and go as you like. Located on a quiet, dead end street in a very safe, residential Boston neighborhood, with big beautiful evergreen trees. Convenient to 93. Five minute Uber or short bus ride to Ashmont station, from here take the train downtown Boston. Free off street parking. Easy walk to coffee shops, restaurants, bars, and Neponset River trail!

Top guest favourite
A spacious master bedroom is depicted, featuring a large bed with crisp white linens. Rich, dark curtains frame tall windows, complementing the soft pink walls. A modern television is mounted on the wall, and mirrored doors reflect the inviting decor, enhancing the room's brightness.
Guest suite in Ashmont
4.95 out of 5 average rating, 260 reviews

Upscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry

The home is a short 7 minute walk to Ashmont T Stop. A unique master bedroom and a cozy 2nd bedroom adjacent to a marble spa bathroom (with heated floor and a large shower & built-in bench). With a clean, glass-tiled kitchen & granite-top counters, you’ll be staying in a nice deluxe suite that is set in a friendly, safe neighborhood. Enjoy the feel of a downtown hotel without the high price. Note: There’s no separate living room, but comfortable seating is available in the 2nd bedroom & kitchen

Top guest favourite
A well-maintained two-family dwelling features a gray exterior and spacious yard. The home is complemented by manicured landscaping, a large driveway, and a detached garage. Trees provide a green backdrop, enhancing the tranquil residential setting.
Flat in Milton
5 out of 5 average rating, 17 reviews

Luxury Milton Home 2

Newly renovated home in a safe neighborhood of Milton. Minutes to Boston with easy access to public transportation, renowned museums and top universities. Inside, the open floor concept with the living room to dining room and the kitchen with an oversized center island. 4 bedrooms with 4 bathrooms. The hallway has a laundry area with one of the full baths for your convenience. Outdoor deck and a patio with dining area, grill, fire pit, and a mini golf. Many off street parking space available.

Superhost
The living area features a green sofa and a blue armchair, accompanied by a patterned ottoman. A TV is positioned on a low stand, with natural light filtering through sheer curtains. Decorative touches include a floral accent chair and a woven area rug on hardwood flooring.
Flat in Milton
4.91 out of 5 average rating, 11 reviews

Milton 3bd Condo - Welcome Home! 2nd floor

1200sqft of living.Relax with the whole family in this condo (2nd flr of 2apt Home) w/plenty of natural light! Beautiful hardwood floors with spacious bedrooms and office/bdrm. 2nd Bedroom has twin and queen size bed for extra room. Washer/Dryer in Unit, dishwasher, dining room and upgraded bathroom. Off street parking and close to downtown Boston (8miles / 15 min). Plenty of nice restaurants and close to everything (supermarkets, restaurants, downtown, Blue Hills (hiking), etc.)

Guest favourite
Guest suite in Milton
5 out of 5 average rating, 15 reviews

Treetop Hideaway Close to Boston/ 2 bedrooms

Escape to our serene 3rd floor private suite & living room in a quiet Milton neighborhood with beautiful gardens, 9 miles to Boston, close to public transit. This beautifully furnished retreat offers a comfortable short/mid-term stay. Spacious master bedroom, king-size bed, built-in closets. 2nd bedroom for extra guests, Living area with electric fireplace, kitchenette,, & coffee maker. Luxury bathroom, 2 sinks vanity & heated floors.. - Washer & dryer in unit - WiFi. - Pets Welcome

Top guest favourite
A cozy sleeping area showcases a spacious bed with soft white linens. Two round pendant lights are suspended on either side, illuminating abstract artwork above the headboard. Textured wall decor adds warmth, creating an inviting atmosphere.
Guest suite in Jamaica Plain
4.99 out of 5 average rating, 68 reviews

JP Studio - Featured on Home&Texture

We’re thrilled to share our newly finished garden-level studio! Thoughtfully designed for comfort, it includes a queen-sized bed, cozy living area, kitchen, and private bathroom. Just a 5-minute walk to the Stony Brook train stop, it offers easy access to Boston. Nearby, explore attractions like the Zoo, Arnold Arboretum, and Jamaica Pond. The neighborhood features excellent dining, breweries, and cafes. Let us know if you’d like recommendations—we’d love to share!

Guest favourite
Home in Milton
4.83 out of 5 average rating, 6 reviews

Milton Villa | Spacious, Yard & 2 Living Rooms

Spacious Milton villa with big yard, 2 living rooms, king & queen bedrooms, and pet-friendly comfort just minutes from Boston. The first floor (1,800+ sq ft) includes a full kitchen, dining area, bathroom with washer/dryer, and a large deck. Safe, quiet neighborhood with parking for 4 cars. Walk to Blue Hills trails, near top private schools, and quick access to Boston, Cambridge, and Quincy. Perfect for families, business travelers, and longer stays.

Guest favourite
A modern kitchen is displayed, featuring sleek grey cabinetry and stainless steel appliances. A refrigerator, oven, and dishwasher are present, along with a window providing natural light. A small rug adds a touch of comfort beneath the kitchen area, while a potted plant peeks from the adjacent room.
Flat in Quincy
4.96 out of 5 average rating, 23 reviews

Cozy 3-Bed in 2-Bedroom Apartment Near QuincyAdams

Get ready to relax in this delightful 2-bedroom apartment in Quincy. With 2 queen beds and a cozy living room with a sofa bed, this charming property is perfect for small groups or families. Enjoy the convenience of a bathroom with a shower and hair dryer, as well as amenities like heating, iron, and AC. We think our place will help you experience everything Quincy has to offer.

Top guest favourite
A modern kitchen is visible, featuring stainless steel appliances, including a gas stove and a large kitchen sink. A dining table made of dark wood is surrounded by red metal chairs, providing a casual dining option. Natural light fills the space through a large window.
Flat in Wollaston
4.96 out of 5 average rating, 279 reviews

Luxury, Location, Privacy. Walk to train. Boston

Luxury. Convenient. Short walk to train. 5 stops to South Station, The main station in Boston. Short walk to stores, restaurants. All brand new. Full gut renovation. Parking spot right outside your private entrance. This is a true getaway. Washer and Dryer also in unit. Beautiful park right across the street. One bedroom unit with a pullout couch in living room.

Superhost
A cozy living space features a striped sofa positioned in front of three windows with blinds, allowing natural light. A coffee table holds magazines, while two lamps provide soft illumination, enhancing the inviting atmosphere. An armchair complements the seating arrangement.
Flat in Milton
4.8 out of 5 average rating, 54 reviews

Lovely 1-Bedroom Apartment in Milton Lower Mills

Spacious 1 bedroom rental located in Milton Lower Mills. The apartment is on the first floor of a 1920's vintage 2 family home. It is conveniently located on the MBTA Red Line and minutes from downtown Boston and Cambridge. Steps away from restaurants, supermarket, pharmacy and coffee shops.

Guest favourite
Guest house in Westwood
5 out of 5 average rating, 19 reviews

Cozy & Bright Guest Unit

Welcome to your home away from home! This newly renovated, garden-level 1-bedroom apartment suite offers the perfect mix of comfort and convenience. Whether you’re staying for a short visit or an extended trip, you’ll have everything you need to relax and enjoy the Greater Boston area.

Popular amenities for Milton holiday rentals

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Quick stats about holiday rentals in Milton

  • Total holiday rentals

    Explore 150 holiday rentals in Milton

  • Nightly prices starting at

    Milton holiday rentals start at £23 per night before taxes and fees

  • Verified guest reviews

    Over 4,910 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 50 rentals that welcome pets

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    150 of Milton holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Milton rentals

  • 4.7 Average rating

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

  • Nearby attractions

    Milton’s top spots include Milton Station, Central Avenue Station and Butler Station

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