Sailings Canada - Vacation Rentals in Forest Hills - Woodbourne

Newly renovated pet friendly apt by parks and train! From US $341
         

8.0 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Red Door Haven +5mins to Boston From US $1,049
         

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10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Homestay In Fields Corner Area Boston From US $67
         

8.8 (36 Reviews)
Bed & Breakfast
  • Security/Safety
  • Restaurant
  • Guest Services
City's Hippest Neighborhood. n From US $965
         

10.0 (102 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
🎖The Ashmont Suite - Close to Subway + Downtown🎖 From US $538
         

Luxury Places to Stay in Forest Hills - Woodbourne

Over 747+ Luxury Places to Stay in or Near Forest Hills - Woodbourne
New Luxury Renovation | Near T From US $2,276
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • TV
  • Balcony/Terrace
Expansive Essential Triplex | near T From US $2,124
         

9.6 (4 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Spacious, New Renovation | Near T From US $2,070
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety
Boston Luxury Suits Cottage for up to 24 guests! From US $2,030
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 6BR 2unit near Downtown From US $1,715
         

9.0 (4 Reviews)
House
  • Air Conditioner
  • Designated Smoking Area
  • TV
Cozy Oasis | Near South End From US $1,669
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • TV
  • Security/Safety

Top-Rated Vacation Rentals with a Pool in Forest Hills - Woodbourne

Over 18+ Top-Rated Vacation Rentals with a Pool in or Near Forest Hills - Woodbourne
Hilton Garden Inn Boston Brookline, MA From US $232
         

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9.0 (1004 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $312
         

Homewood Suites by Hilton Boston Brookline-Longwood Medical From US $375
         

Hilton Garden Inn Boston Brookline, Ma From US $529
         

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8.2 (555 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
AMAZING High Ceiling 3 BED/2 BATH Water view From US $771
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Beautiful 2 bed APT From US $505
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pool
Luxury apartment Boston ma From US $500
         

9.0 (4 Reviews)
House
  • Pet Friendly
  • Pool
  • TV
Modern 2 Bedroom Apartment in the Heart of Jamaica Plain, Boston From US $382
         

Pet-Friendly Vacation Rentals in Forest Hills - Woodbourne

Over 250+ Pet-Friendly Vacation Rentals in or Near Forest Hills - Woodbourne
Spacious, Comfy Colonial, minutes to Boston and highways From US $764
         

10.0 (31 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
558-1 Boston - Spacious & Modern 3BR near Franklin Park From US $652
         

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10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
182 Heath st From US $163
         

3.6 (4 Reviews)
Apartment
  • Pet Friendly
  • Child Friendly
  • Internet
Budget-Friendly Basement 2BR Retreat From US $340
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
Modern 3BR nest near Franklin Park 558/2 From US $331
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Spacious 5-Bedroom 3-full bath Boston Home, Subway access & Scenic View From US $820
         

Newly furnished 1 bed, 1 bath. Views of the whole city! From US $153
         

10.0 (12 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Modern Condo First Floor Boston From US $590
         

10.0 (7 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Large Vacation Homes & Villas in Forest Hills - Woodbourne

Over 159+ Large Vacation Homes & Villas in or Near Forest Hills - Woodbourne
Mid-Century Glam Retreat, Near T From US $914
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
60-2 3BR Boston - Modern Apt near Franklin Park From US $652
         

Two story Cozy of Boston Home. From US $645
         

Peaceful Milton Getaway- Trails & City Nearby From US $1,326
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
5BR World Cup Stay Sleeps 16 Parking Walk to train easy access to Stadium From US $1,208
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Designated Smoking Area

Wheelchair Accessible Vacation Homes in Forest Hills - Woodbourne

Over 74+ Wheelchair Accessible Vacation Homes in or Near Forest Hills - Woodbourne
Residence Inn Boston Downtown/South End From US $287
         

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8.4 (326 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly
Residence Inn by Marriott Boston Downtown/South End From US $185
         

New! Gorgeous 2Br | Mission Hill From US $917
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Wonderful 1BR in Mission Hill! From US $560
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Spacious Mission Hill Studio! From US $549
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Beautiful Mission Hill 1Br/Ba! From US $418
         

New
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Forest Hills - Woodbourne Vacation Rentals and Airbnb Places to Stay Under $200

Over 170+ Forest Hills - Woodbourne Vacation Rentals and Airbnb Places to Stay Under $200
Boston Historic Lower Mills From US $108
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Security/Safety
Homestay Near Near Savin Hill Area From US $107
         

7.2 (9 Reviews)
Bed & Breakfast
  • Bedding/Linens
  • Fireplace/Heating
  • Guest Services
🎖The Boiler Room - Close to Subway & Downtown🎖 From US $186
         

New building, fully equipped apt, steps to all Boston has to offer! From US $169
         

Huge 2 bed, 2 bath new apartment with private terrace! From US $195
         

9.6 (8 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Forest Hills - Woodbourne

Over 388+ Instantly Bookable Vacation Homes in or Near Forest Hills - Woodbourne
Charming Tree Top Victorian - Two Bedroom Retreat From US $486
         

10.0 (18 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Luxury 3brm/1bath Duplex in JP From US $629
         

10.0 (13 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Lg suite for up to 8 ppl/2 floor From US $552
         

10.0 (12 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
The Arbor Retreat From US $955
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Under the Sun Apartment From US $623
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens

About Forest Hills - Woodbourne Vacation Rentals

With more than 756 Forest Hills - Woodbourne vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Sailings 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 Forest Hills - Woodbourne.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Sailings Forest Hills - Woodbourne, 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 Forest Hills - Woodbourne. Places to stay near Forest Hills - Woodbourne are 652.15 ft² on average, with prices averaging $459 a night.

Sailings makes it easy and safe to find and compare vacation rentals in Forest Hills - Woodbourne 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 Forest Hills - Woodbourne

Type Count
Holiday Apartments 462
Vacation Homes 186
Hotels with Suites 21
B&B 9

Use these Quick Filters to Find a Vacation Rental in Forest Hills - Woodbourne

Pro Tip: Sailings makes it easy to compare the best listings on Sailings homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Sailings 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 Forest Hills - Woodbourne.

Weather in Forest Hills - Woodbourne

View the weather forecast for Forest Hills - Woodbourne before booking your Forest Hills - Woodbourne 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 Forest Hills - Woodbourne, MA


Complexes around Forest Hills - Woodbourne, MA


Forest Hills - Woodbourne Vacation Rental Frequently Asked Questions

How many vacation rentals have private pools in Forest Hills - Woodbourne?

There are 1 vacation rentals with private pools near Forest Hills - Woodbourne. Top-rated homes that have access to a swimming pool include:

How many vacation rentals are available in Forest Hills - Woodbourne?

Currently, the total number of properties listed in 2026 is over 756 in the Forest Hills - Woodbourne area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Forest Hills - Woodbourne.