Antigua Cottages - Vacation Rentals in Wellington Hill

Newly renovated pet friendly apt by parks and train! From US $287
         

8.0 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Milton Cozy Home From US $1,212
         

|
New
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Homestay Near Near Savin Hill Area From US $106
         

8.6 (19 Reviews)
Bed & Breakfast
  • Bedding/Linens
  • Fireplace/Heating
  • Guest Services
City's Hippest Neighborhood. n From US $850
         

10.0 (104 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
🎖The Ashmont Suite - Close to Subway + Downtown🎖 From US $384
         

Luxury Places to Stay in Wellington Hill

Over 574+ Luxury Places to Stay in or Near Wellington Hill
Boston Luxury Suits Cottage for up to 24 guests! From US $2,061
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 6BR 2unit near Downtown From US $1,887
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
New Luxury Renovation | Near T From US $1,758
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Sleek Boston Home | Near T From US $1,641
         

Spacious New Renovation Near T From US $1,543
         

New
House
  • Air Conditioner
  • Parking
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Wellington Hill

Over 5+ Top-Rated Vacation Rentals with a Pool in or Near Wellington Hill
Ramada by Wyndham Boston From US $184
         

6.8 (1746 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Ramada by Wyndham Boston From US $132
         

|
6.4 (3002 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Pet-Friendly Vacation Rentals in Wellington Hill

Over 189+ Pet-Friendly Vacation Rentals in or Near Wellington Hill
14-1- 3BR Milton -Cozy Apt near Blue Hills Museum From US $832
         

|
10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious, Comfy Colonial, minutes to Boston and highways From US $764
         

10.0 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Budget-Friendly Basement 2BR Retreat From US $318
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
10-Spacious 5BR apt with gym, games room in the attic From US $550
         

10.0 (19 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern 3BR nest near Franklin Park 558/2 From US $513
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View From US $818
         

Modern Condo First Floor Boston From US $571
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Wellington Hill

Over 163+ Large Vacation Homes & Villas in or Near Wellington Hill
558-2 Boston - Spacious & Modern 3BR near Franklin Park From US $652
         

|
9.9 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Mid-Century Glam Retreat, Near T From US $714
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Two story Cozy of Boston Home. From US $585
         

Modern 5BR Near Downtown Boston Private Parking, Backyard & Walk to Train From US $1,322
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Clean contemporary Boston duplex From US $1,318
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Peaceful Milton Getaway- Trails & City Nearby From US $1,315
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Wellington Hill

Over 34+ Wheelchair Accessible Vacation Homes in or Near Wellington Hill
Best Western Adams Inn Quincy-Boston From US $519
         

|
7.0 (758 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Business Center + Breakfast | Near Central Boston From US $347
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Comfort Inn Boston From US $88
         

7.6 (1007 Reviews)
Hotel
  • Wheelchair Accessible
  • Bedding/Linens
  • Child Friendly
Cozy Boston Home | Near T From US $302
         

9.4 (3 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Spacious Boston Home, Near T From US $306
         

9.0 (8 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Stylish Boston Home, Near T From US $313
         

New
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible

Wellington Hill Vacation Rentals and Airbnb Places to Stay Under $200

Over 108+ Wellington Hill Vacation Rentals and Airbnb Places to Stay Under $200
Brand New 2BR House 20Min Downtown Boston From US $166
         

9.8 (9 Reviews)
Apartment
  • Parking
  • Security/Safety
  • Fireplace/Heating
Homestay In Fields Corner Area Boston From US $120
         

8.2 (50 Reviews)
Bed & Breakfast
  • Security/Safety
  • Restaurant
  • Guest Services
Panoramic view, large deck, ground floor apartment, walk to subway and beach From US $164
         

9.4 (113 Reviews)
Apartment
  • Air Conditioner
  • Designated Smoking Area
  • TV
II New apartment with Luxury amenities in Boston From US $191
         

6.8 (9 Reviews)
Bed & Breakfast
  • Air Conditioner
  • TV
  • Security/Safety
Delightful 2-bedroom house in Milton From US $199
         

New
House
  • Parking
  • Security/Safety
  • Fireplace/Heating

Instantly Bookable Vacation Homes in Wellington Hill

Over 319+ Instantly Bookable Vacation Homes in or Near Wellington Hill
Charming Tree Top Victorian - Two Bedroom Retreat From US $481
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Luxury 3brm/1bath Duplex in JP From US $900
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Lg suite for up to 8 ppl/2 floor From US $513
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Under the Sun Apartment From US $524
         

10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
The Arbor Retreat From US $1,164
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Bright Brownstone w Terrace+View From US $744
         

10.0 (5 Reviews)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace

About Wellington Hill Vacation Rentals

With more than 583 Wellington Hill vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Antiguacottages 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 a rental 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 Antiguacottages Wellington Hill, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner 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, and other popular Airbnb-style properties in Wellington Hill. Places to stay near Wellington Hill are 726 ft² on average, with prices averaging US $472 a night.

Antiguacottages 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.

Top Rental Accommodation Types in Wellington Hill

Type Count
Holiday Apartments 343
Vacation Homes 151
B&B 8
Hotels 5

Use these Quick Filters to Find a Vacation Rental in Wellington Hill

Pro Tip: Antiguacottages makes it easy to compare the best listings on Antiguacottages homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Antiguacottages homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Wellington Hill.

Weather in Wellington Hill

View the weather forecast for Wellington Hill before booking your Wellington Hill Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay Near Wellington Hill, MA


Wellington Hill Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Wellington Hill?
How many vacation rentals are available in Wellington Hill?

Currently, the total number of properties listed in 2026 is over 583 in the Wellington Hill area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Wellington Hill.