Milton Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Milton, Massachusetts, USA

3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt
10.0 (1 Review)
1 Bedroom 2 Guests
Charming Milton Escape- Blue Hills Reservation
|
10.0 (2 Reviews)
3 Bedrooms 6 Guests
Pristine 5BR Milton Apt - Free Parking, Balcony, AC & TV 142
|
10.0 (1 Review)
5 Bedrooms 15 Guests
Spacious, Comfy Colonial, minutes to Boston and highways
10.0 (35 Reviews)
4 Bedrooms 6 Guests
Large 3BR & 2BA Milton Apt w Free Parking, Balcony, TV, AC 141
|
10.0 (1 Review)
3 Bedrooms 9 Guests
Peaceful Milton Getaway- Trails & City Nearby
10.0 (3 Reviews)
6 Bedrooms 12 Guests
Modern Red Door Haven +5mins to Boston
|
9.6 (7 Reviews)
3 Bedrooms 6 Guests
Charming Milton Escape- Blue Hills Reservation
10.0 (2 Reviews)
3 Bedrooms 6 Guests
Jacaranda
From£144 per night
|
8.5 (18 Reviews)
3 Bedrooms 6 Guests
Prestigious Milton Designer Home
10.0 (1 Review)
3 Bedrooms 12 Guests
Prestigious Milton Designer Home
From£455 per night
|
New
3 Bedrooms 12 Guests
10-Spacious 5BR apt with gym, games room in the attic
9.8 (22 Reviews)
5 Bedrooms 18 Guests
Milton Cozy Home
From£901 per night
|
New
5 Bedrooms 15 Guests
8-Peaceful & Bright apt/3br right to Boston line
9.6 (5 Reviews)
3 Bedrooms 10 Guests
3 Mi to Blue Hills: Cozy Dual-Unit Retreat
|
New
4 Bedrooms 8 Guests
Cozy 5BR Milton Home Pet-Friendly near I-93 & Blue Hills 14-2
9.4 (9 Reviews)
5 Bedrooms 15 Guests
Red Door Oasis
From£540 per night
|
New
6 Bedrooms 12 Guests
Stylish and Comfortable 3Bed 2Bath
From£430 per night
|
New
3 Bedrooms 6 Guests
All-Season Fun! Charming Apt 3 Mi to Blue Hills
|
New
3 Bedrooms 6 Guests
1EC REMODELED Expansive Home, Off Street Parking
9.0 (2 Reviews)
4 Bedrooms 9 Guests
3 Mi to Blue Hills Skiing & Hiking! Couple’s Apt
|
New
1 Bedroom 2 Guests
JACARANDA. A comfortable, secure two-story colonial. Whole house.
8.2 (47 Reviews)
3 Bedrooms 6 Guests
Spacious and Comfortable 1 Bed 25 km from Gillette
|
New
1 Bedroom 2 Guests
The Milton Manor 5BR 2BA - Sleeps 10 - Unit 2
New
5 Bedrooms 10 Guests
The Milton Manor 3BR 1BA - Sleeps 6 - Unit 1
New
3 Bedrooms 6 Guests
All-Season Fun! Charming Apt 3 Mi to Blue Hills
6.0 (2 Reviews)
3 Bedrooms 6 Guests
3 Mi to Blue Hills: Cozy Dual-Unit Retreat
New
4 Bedrooms 8 Guests
Comfortable and Spacious 3 Bed 25 Km from Gillette
New
3 Bedrooms 6 Guests
Stylish and Comfortable 3Bed 2Bath
From£340 per night
New
3 Bedrooms 6 Guests
Spacious and Comfortable 1 Bed 25 km from Gillette
New
1 Bedroom 2 Guests
Ski & Explore! Colorful Apt 10 Mi to Dtwn Boston!
New
3 Bedrooms 7 Guests
6 bedroom house in a quiet and convenient neighborhood
6.8 (3 Reviews)
6 Bedrooms 8 Guests
2 Bed/2 Baths Apartment in Deluxe Unit
9.4 (33 Reviews)
2 Bedrooms 4 Guests
Chic Milton Getaway ~ 10 Miles to Downtown Boston!
5.0 (1 Review)
4 Bedrooms 12 Guests
Milton Cozy Home
From£334 per night
4.5 (2 Reviews)
4 Bedrooms 15 Guests
Milton Vacation Rental: 11 Miles to Downtown!
New
3 Bedrooms 6 Guests

About Milton Vacation Rentals

With more than 47 Milton vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Milton.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Milton, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Milton. Places to stay near Milton are 1580.15 ft² on average, with prices averaging £402 a night.

RentByOwner makes it easy and safe to find and compare vacation rentals in Milton with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Frequently Asked Questions About Milton?

What are the top vacation rentals in Milton?

How many Rentbyowner vacation rentals are available in Milton?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 47 in the Milton area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Milton. 

Nearby Neighborhood (1)

NeighborhoodProperty Count
Lower Mills Vacation Rentals in Boston, Massachusetts 421