Wellington Hill Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Wellington Hill, Boston, Massachusetts, USA

New Modern & Cozy 3-Bedroom Condo near Downtown
10.0 (1 Review)
3 Bedrooms 5 Guests
From US $256 per night
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10.0 (2 Reviews)
3 Bedrooms 6 Guests
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10.0 (2 Reviews)
4 Bedrooms 8 Guests
From US $285 per night
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8.4 (186 Reviews)
1 Bedroom 2 Guests
New Boston Vacation Rental ~ 4 Mi to Fenway Park!
New
4 Bedrooms 6 Guests
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10.0 (1 Review)
4 Bedrooms 17 Guests
From US $160 per night
7.4 (1007 Reviews)
1 Bedroom 2 Guests
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10.0 (1 Review)
3 Bedrooms 6 Guests
10.0 (2 Reviews)
1 Bedroom 2 Guests
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9.7 (12 Reviews)
4 Bedrooms 10 Guests
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9.5 (34 Reviews)
3 Bedrooms 6 Guests
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9.5 (2 Reviews)
6 Bedrooms 12 Guests
10.0 (31 Reviews)
4 Bedrooms 6 Guests
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9.3 (3 Reviews)
4 Bedrooms 14 Guests
10.0 (2 Reviews)
3 Bedrooms 10 Guests
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9.2 (11 Reviews)
3 Bedrooms 6 Guests
From US $1,225 per night
10.0 (1 Review)
6 Bedrooms 12 Guests
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9.1 (39 Reviews)
2 Bedrooms 5 Guests
From US $562 per night
10.0 (1 Review)
3 Bedrooms 6 Guests
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9.1 (29 Reviews)
1 Bedroom 3 Guests
9.8 (9 Reviews)
5 Bedrooms 18 Guests
From US $430 per night
9.1 (18 Reviews)
3 Bedrooms 6 Guests
9.2 (7 Reviews)
3 Bedrooms 9 Guests
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9.1 (12 Reviews)
3 Bedrooms 6 Guests
9.0 (6 Reviews)
5 Bedrooms 15 Guests
From US $405 per night
9.1 (11 Reviews)
3 Bedrooms 5 Guests
8.4 (41 Reviews)
3 Bedrooms 6 Guests
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9.0 (66 Reviews)
2 Bedrooms 9 Guests
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9.0 (10 Reviews)
2 Bedrooms 6 Guests
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9.0 (10 Reviews)
4 Bedrooms 10 Guests
10.0 (98 Reviews)
2 Bedrooms 5 Guests
10.0 (18 Reviews)
2 Bedrooms 4 Guests
10.0 (17 Reviews)
2 Bedrooms 4 Guests
From US $237 per night
10.0 (12 Reviews)
2 Bedrooms 8 Guests
10.0 (8 Reviews)
1 Bedroom 2 Guests
9.4 (13 Reviews)
1 Bedroom 4 Guests
From US $73 per night
9.0 (5 Reviews)
1 Bedroom 6 Guests
6.8 (1270 Reviews)
1 Bedroom 2 Guests
9.4 (8 Reviews)
1 Bedroom 2 Guests
8.9 (161 Reviews)
10 Bedrooms 4 Guests
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New
1 Bedroom 2 Guests
9.4 (6 Reviews)
2 Bedrooms 4 Guests
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8.9 (38 Reviews)
2 Bedrooms 8 Guests
From US $88 per night
7.6 (1007 Reviews)
1 Bedroom 2 Guests
9.4 (3 Reviews)
2 Bedrooms 4 Guests
From US $674 per night
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8.8 (161 Reviews)
9 Bedrooms 20 Guests
From US $315 per night
9.2 (39 Reviews)
2 Bedrooms 6 Guests
From US $345 per night
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8.8 (24 Reviews)
5 Bedrooms 12 Guests
9.0 (19 Reviews)
2 Bedrooms 4 Guests
From US $190 per night
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8.7 (12 Reviews)
1 Bedroom 4 Guests
9.0 (8 Reviews)
1 Bedroom 4 Guests
8.6 (960 Reviews)
23 Bedrooms 61 Guests
From US $249 per night
8.8 (13 Reviews)
2 Bedrooms 8 Guests
From US $182 per night
8.6 (223 Reviews)
7 Bedrooms 18 Guests
8.6 (7 Reviews)
4 Bedrooms 13 Guests
8.4 (54 Reviews)
2 Bedrooms 5 Guests
From US $194 per night
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8.5 (18 Reviews)
3 Bedrooms 6 Guests
8.2 (11 Reviews)
2 Bedrooms 4 Guests
From US $579 per night
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8.5 (13 Reviews)
4 Bedrooms 8 Guests
8.0 (30 Reviews)
2 Bedrooms 4 Guests
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8.5 (2 Reviews)
3 Bedrooms 6 Guests

About Wellington Hill Vacation Rentals

With more than 468 Wellington Hill 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 Wellington Hill.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Wellington Hill, 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 Wellington Hill. Places to stay near Wellington Hill are 708.18 ft² on average, with prices averaging US $400 a night.

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

Other Places to Stay in Wellington Hill, MA


Wellington Hill Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Wellington Hill?

How many Rentbyowner vacation rentals are available in Wellington Hill?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 468 in the Wellington Hill 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 Wellington Hill. 

Nearby Neighborhood (2)

Neighborhood Property Count
Mattapan Vacation Rentals in Boston, Massachusetts 25
Southern Mattapan Vacation Rentals in Boston, Massachusetts 363