
Holiday rentals in Milton
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Top-rated holiday rentals in Milton
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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.

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

🎖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.

Treetop Hideaway Close to Boston/ 2 bedrooms
Escape to our serene 3rd floor private suite & living room in quiet Milton neighborhood with beautiful gardens, 9 miles to Boston, close to public transit. This beautifully furnished retreat offers 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 with 2 sinks - Washer & dryer in unit - WiFi. - Pets Welcome - Hosting World Cup Soccer 2026

A King Bed | Apartment | Middle of Boston
Located in the geographical middle of Boston you can get to anywhere in the city within 20 minutes including Harvard/MIT, Downtown, Fenway, Hynes Convention Center, Seaport and more. This pseudo apartment on the first floor is separate from the rest of the house and has its own private entrance, a private bathroom and a dedicated off street parking spot. The full kitchen with oversized counter is great for eating; comfy living room for relaxing and an office nook for working.

Newly Renovated + Spacious Apt w/ Parking
Our newly renovated space in Roxbury offers comfort and style. Creature comforts and amenities are plentiful in this spacious, bright apartment. You'll love sleeping on the luxury organic latex mattresses and enjoy the spacious interiors and modern, well-appointed kitchen. Cozy up in front of the big screens and stream your favorite movie or the next big game. Conveniently located to public transportation and easy access to all Boston offers - the ideal getaway!

Sterling 1BR at Everett | Pool & Gym
Enjoy contemporary comfort in this bright and inviting 1BR/1BA apartment in Everett. The home features a modern kitchen with stainless steel appliances, convenient in-unit laundry, and a naturally lit living space designed for relaxation. Make the most of the community’s outdoor courtyard pool, 24/7 fitness center, and cozy lounge areas with fire pits. Located minutes from Encore, Assembly Row, and key highways, it offers easy access to all of Greater Boston.

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.

Welcome to Your Luxurious Urban Haven!
Modern 2BR/2BA home for families, groups, or business travelers: • 2 bedrooms with queen beds • King leather sofa bed in living room serves as master sleeping area • 2 bathrooms with rainfall showers • Full kitchen, open living/dining, smart TVs, fast Wi-Fi • In-unit washer/dryer, central A/C & heat • Private and on-street parking • Quiet neighborhood near shops, parks, transit & Boston attractions.

Stylish Retreat in Historic Quincy | Pet Friendly
Nestled in Historic Quincy, just 15 minutes from downtown Boston, our renovated 2-bedroom, 2-bathroom home offers comfort and convenience for business or leisure travelers. The spacious, partially fenced backyard is perfect for pets, while free parking ensures a hassle-free stay. Whether for work or a holiday, your family will feel at home in this pet-friendly retreat.

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).

The Plant Haus
A peaceful oasis with easy access to Rt 1, Rt 128, and walking distance from Norwood Center and the Norwood Depot commuter rail stop that goes to South Station. 30 mins from Providence and Boston and less than 20 mins to Gillette Stadium. My place is located in a quiet community. I am just a phone call or text away should you need me!
Popular amenities for Milton holiday rentals
Other great holiday rentals in Milton

Boston Charm 5: Private Room Near Downtown

Stay in Boston Historic Lower Mills 2

Serene Bright Private Bedroom in Deluxe Unit

Stylish, Homey,Cozy Room&Private Bath in Braintree

Cozy furnished room w private bathroom

Love and tranquility

Cozy Room Near T + Free Parking

The Big Back Room. 1 guest only.
When is the best time to visit Milton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 100 | € 98 | € 106 | € 118 | € 118 | € 128 | € 125 | € 129 | € 122 | € 119 | € 118 | € 112 |
| 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 |
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 apartment rentals in Milton have free parking?
Absolutely! We offer over 40 apartment 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 Hyde Park, over 290 vacation rentals in Stony Brook - Cleary Square, 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 hotel rentals in Milton have wifi?
Absolutely! We offer over 10 hotel 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 Apartment Rentals in Milton?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 40 homes with free parking, over 60 homes with a kitchen, over 60 homes with air conditioning, over 60 homes with wifi, 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 hotel rentals in Milton have air conditioning?
Absolutely! We offer over 10 hotel 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 € 26 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
Destinations to explore
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- Hampton Beach
- Fenway Park
- TD Garden
- Boston Common
- Harvard University
- Revere Beach
- Brown University
- East Sandwich Beach
- Lynn Beach
- MIT Museum
- New England Aquarium
- Freedom Trail
- Good Harbor Beach
- Canobie Lake Park
- Duxbury Beach
- Crane Beach
- Museum of Fine Arts, Boston
- Quincy Market
- Onset Beach
- Prudential Center
- Oakland Beach
- White Horse Beach
- Roger Williams Park Zoo
- Franklin Park Zoo




