
House holiday rentals in Milton
Find and book unique houses on Airbnb
Top-rated house rentals in Milton
Guests agree: these houses are highly rated for location, cleanliness and more.

Family Friendly City Oasis! Free Parking, King Bed
Welcome to The Southie House! An epic private home for a family vacation or conference in the Heart of Boston! Close to the Red line T for access to downtown, Cambridge & local universities, and short ride to the BCEC. At the same time a short walk to the beach for relaxing. Enjoy the back yard oasis with the whole group! This home provides you with a private place to relax after a full day of exploring, ensuring you have all the comforts of home while traveling. COME SEE OUR NEW GAME-ROOM & GYM

The Nest | A peaceful retreat in the city
Unwind and relax on a quiet street in the heart of Somerville. With easy access to Harvard, MIT, Tufts, and Boston, this newly updated Victorian home is a perfect base to explore all that New England has to offer. You can also visit an abundance of local restaurants and coffeeshops within walking distance. During your stay, you will enjoy full use of a smart TV, comfortable work-from-home setup, brand new washer/dryer/dishwasher/range, off-street parking, and multizone heating/ cooling systems.

City Oasis |Yard |Walk To Harvard MIT Train
One bedroom and kitchen apartment in great part of town on a quiet street. Close to everything Boston and Cambridge has to offer. Walk down to the river, MIT, or Harvard, or jump on the red line to tour the rest of town. Apartment consists of a kitchen with an eat in table, a bedroom, and a bathroom. Central AC. Please note there is no parking provided with the unit so leave the car behind and Uber or walk. More details about parking can be found in the Getting Around section of this listing.

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.

Fully-Equipped, Private 1st Floor 1-Bed/1-Bath Apt
This is a 1st floor private unit nestled in a serene urban enclave. Conveniently surrounded by public transit, shops, and dining options within a 0.6-mile radius. Originally a charming Victorian abode, meticulously renovated in 2016 to seamlessly blend historic elegance with contemporary comforts. Revel in a fully-equipped kitchen, private rear porch, and a tranquil bedroom boasting a plush queen-size bed. Tailored for your short or extended stay needs, with central air for optimal comfort.

Beautiful 3BR Home by the Water - Family Friendly
Welcome to our newly renovated 3-bed, 2-bath single-family home nestled in a serene and welcoming neighborhood in North Weymouth: • Walk to Wessagusset Beach and George Lane Beach • Just a 2-mile drive to Hingham Shipyard's dining, shops, and commuter boat to Boston • 11 miles from Downtown Boston • 3 miles from commuter rail or subway stations (bus #220, a 2-minute walk, takes you to Quincy Center or Hingham Shipyard) Ideal for families or groups seeking relaxation and easy city access.

~*30min to Downtown*~ THE COSMOPOLITAN
Stylish contemporary kid-friendly apartment on the first floor of a multi-family. Bright and roomy bedrooms with a large eat-in kitchen. Central air conditioning. Plenty of free street parking. Access to shared laundry room. Located in Hyde Park neighborhood, 30 minute drive into downtown Boston. Professionally cleaned and disinfected. Room 1: Queen size bed, closet, TV Room 2: Queen size bed, closet Room 3: Living room couch bed, closet, TV Entryway: Includes Mrs. Pac Man wall arcade

Close to Boston w/ parking & deck, 3-bedroom home
Bright and cozy space located in Braintree Center, just 10-miles outside of Boston. Our home is an ideal location for families, friends, business travelers, and even wedding parties looking for more space, while also enjoying the proximity to Boston, Logan Airport, and more. Have a wedding, event, or want to see a sunset view of the Boston skyline? Granite Links Golf Course is 4 miles away! Looking to see a concert or Patriots Game at Gillette stadium? Arrive there in just 25 minutes!

Treetop Haven in the City
This is a sweet, cozy space that is not fancy but homey. You will have everything you need for a comfortable stay including a complete kitchen with everything you will need to make your own meals. We are conveniently located, near the subway and buses, supermarkets, restaurants, and coffee shops. We are within two blocks of the jewel of the Emerald Necklace, Jamaica Pond, and other green spaces. Read our reviews so you can see what previous guests have loved about Treetop Haven.

Beaut private close univ+hospital
Serene+relaxing environment. Yoga lovers-In a sunny day LR first to be filled with sunlight. DR next to receive sunlight. Kitchen is next. I find relaxing to do dishes with natural light around. BR some sun in the afternoon, next house 6-7 ft away. BR is conductive to relax before getting up to a sunny house (in a sunny day). I really love my yard, you're welcome :) **single night and 2 nights reservat.-flat rate $200/night-no Instant booking-msg me to adjust price in calendar.

Stunning urban hideaway nearby Harvard Square
Charming apartment in a 19th century Victorian house conserves its period architectural details in recently renovated comfort. Light streams into this en-suite guest residence through gracious windows. Beautiful cabinetry and bookcases offer some evening reading. Enjoy the marble bathroom and hardware floors and well-appointed kitchenette. A stone's throw from Porter Square, where bars, cafes, boutiques, and transportation options abound. Minutes to Harvard, MIT and Boston.

Cozy, historic 3 bedroom home close to Boston!
Welcome to our cozy home. Our place blends historic charm with modern comfort. Enjoy a large, fenced yard with a grill, fire pit, and deck to relax. Inside, you'll find a well-equipped kitchen and a dining room. We offer three bedrooms with comfortable mattresses and soft bedding. The living room has a big TV with cable and streaming apps, plus high-speed Wi-Fi. Families with dogs are warmly welcomed.
Popular amenities for house rentals in Milton
House rentals with a pool

NEW! Walk To Beach! Sunshine House

Elegant & Spacious~Easy Boston Access! STR-25-22

Pet-friendly 4-Bed Home w/Pool, Nature Trails

Bauhaus Retreat in Nature Preserve w/ Pool

Beautiful Spacious 4BRM House!

Spacious vacation unit in premium suburban town

Weymouth Waterfront Getaway w/ Swim Spa & Hot Tub

Hidden Gem near Boston w/ Private lake access
Weekly house rentals

Charming South End Farmhouse - Near Northeastern!

New modern 2bd condo: free parking/near train

Boston Buccaneer Retreat

Sensory Serenity: Parking/Netflix/Wi-Fi/Frag-Free

Milton Villa | Spacious Home with Yard & Parking

Quiet 1BR • Wi-Fi • Parking Included • In Randolph

Boston by the Beach — Steps to T Station

Spacious, Comfy Colonial min. to Boston
Private house rentals

Elegant Guest suite Wellesley

The Grand Residence

Charming Boston Single Fam Home Near Commuter Rail

Union Haus - Entire Home|2 King Suites|sleeps 12

The Cozy Colonial - 4 BDRM house with parking

Pvt Bedrm/Bathrm/Kitch'ette on Quiet Tree Lined St

Gorgeous 3-story, 3-bedroom home

Blessed House /No party
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £63 | £60 | £66 | £66 | £67 | £75 | £89 | £85 | £82 | £81 | £74 | £72 |
| Avg. temp | -3°C | -2°C | 2°C | 8°C | 14°C | 19°C | 22°C | 22°C | 18°C | 11°C | 6°C | 0°C |
Quick stats about house rentals in Milton

Total holiday rentals
Explore 60 holiday rentals in Milton

Nightly prices starting at
Milton holiday rentals start at £22 per night before taxes and fees

Verified guest reviews
Over 2,470 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
60 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
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- The Hamptons Holiday rentals
- Fitness-friendly rentals Milton
- Family-friendly rentals Milton
- Rentals with a washing machine and dryer Milton
- Rentals with a patio Milton
- Flat rentals Milton
- Rentals with outdoor seating Milton
- Pet-friendly rentals Milton
- Rentals with a fireplace Milton
- Rentals with a firepit Milton
- House rentals Norfolk County
- House rentals Massachusetts
- House rentals United States
- Hampton Beach
- TD Garden
- Fenway Park
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- New England Aquarium
- MIT Museum
- Freedom Trail
- Canobie Lake Park
- Crane Beach
- Duxbury Beach
- Museum of Fine Arts
- Quincy Market
- Onset Beach
- Prudential Center
- Roger Williams Park Zoo
- Boston Children's Museum
- Roxbury Crossing Station
- Salem Willows Park
- Franklin Park Zoo
- Bunker Hill Monument




