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, 89 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.

Top 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
4.89 out of 5 average rating, 169 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, 262 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, 19 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.

Guest favourite
An open living and dining area is highlighted by a wooden dining table set with decorative plates. The space features grey upholstered chairs and a cozy seating arrangement with light-toned furniture. A circular chandelier hangs above, while exposed brick accents add texture to the room.
Flat in Ashmont
4.96 out of 5 average rating, 136 reviews

🎖The Ashmont Suite | Close to Subway + Downtown🎖

This high end & unique 3 bed / 2 bath unit is brand spanking new, along with all the furnishings. It includes 1 King, 1 Double, & 1 Single size private bedrooms. The unit is extremely clean and remarkably decorated. Only a 5 minute walk to Ashmont station (red line), which takes you directly into Downtown Boston, Harvard Square, South Boston, Kendall/MIT, U Mass. There are two great restaurants nearby - Molinari’s and Tavolo, as well as a local coffee shop & a Dunkin just across the T Station.

Guest favourite
A micro studio space features a wall-mounted television positioned near a built-in bookcase. Natural light enters through two large windows, illuminating the minimalist decor and a cozy, spacious bed with crisp white bedding. A small white table and chair enhance the functionality of the room.
Flat in Fort Hill
4.9 out of 5 average rating, 919 reviews

AKBrownstone: cozy private studio by T

🏠 Live like a local: designed micro studio, in a classic Boston Brownstone 🌳 Your very own cozy 170sqft (15sqm) pied-à-terre on the ground level, overlooking Victorian homes on a tree lined street 🚇 5 mins walk to the T (subway), 3rd stop to Back Bay city center or go on bike & walking path 👣 Walk to Longwood Medical Area (Harvard Medical, etc), Museums (MFA, Gardner), Northeastern, & Fenway Park 🇺🇸 Located in residential & historic Fort Hill/Highland Park, free street parking

Top guest favourite
Guest suite in Milton
5 out of 5 average rating, 18 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

Guest favourite
Flat in Milton
5 out of 5 average rating, 16 reviews

Cozy Loft | 5BR | Gym & Play room | Boston line

Discovering your ideal retreat and relax in our 5-bedroom apartment on the 2nd & 3rd floor of a 1900’s vintage 2 family home with a lot of characteristics to it. Hidden on a quiet street in Milton, safe family neighborhood. It is conveniently located on the bus stop and closes to all major Highways I93/95. From the #215 bus transferring to the MBTA Red Line and minutes from downtown Boston. Steps away from restaurants, supermarket, pharmacy, fast food and coffee shops

Guest favourite
Home in Milton
4.86 out of 5 average rating, 7 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 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
4.95 out of 5 average rating, 281 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.

Top guest favourite
A historic brick brownstone is shown from the street, featuring a classic architectural style with bay windows. The building is framed by vibrant green trees and neatly trimmed bushes, contributing to the residential charm of the neighborhood.
Apartment in Jamaica Plain
4.89 out of 5 average rating, 571 reviews

Historic JP Brownstone with Parking. Pets Welcome!

Located in one of Boston's best neighborhoods, this 1200 square foot bright sun filled corner unit in a 120 year old historic Brownstone is the perfect retreat. Its excellent location is just steps from the T and a short walk to Centre Street shops and restaurants. Good for couples, solo adventurers, business travelers, and furry friends (pets).

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
4.78 out of 5 average rating, 55 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.

Popular amenities for Milton holiday rentals

When is the best time to visit Milton?

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Avg. price$153 SGD$150 SGD$163 SGD$182 SGD$182 SGD$196 SGD$192 SGD$199 SGD$187 SGD$183 SGD$182 SGD$171 SGD
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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Milton?

    Yes! Work meets play with ease at over 90 vacation rentals in Milton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do house rentals in Milton have free parking?

    Absolutely! We offer over 40 house rentals with free parking in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Milton?

    Make yourself at home in Milton by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in West Street - River Street, over 290 vacation rentals in Hyde Park, and over 2,530 vacation rentals in Montclair.

  • Are there family-friendly vacation rentals in Milton?

    Milton has more than 80 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do private suite rentals in Milton have wifi?

    Absolutely! We offer over 10 private suite rentals with wifi in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Milton?

    Four-legged friends are welcome in Milton. Choose from more than 50 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Hotel Rentals in Milton?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • How much does it cost to stay in hotel rentals in Milton?

    Experience the best of Milton with our hotel rentals, starting at about $180 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Milton have a kitchen?

    Absolutely! We offer over 40 house rentals with a kitchen in Milton. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Milton have air conditioning?

    Absolutely! We offer over 60 apartment rentals with air conditioning in Milton. Enjoy a tailored experience with all the comforts you desire.

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 $39 SGD 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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