Long Island Holidays - Vacation Rentals in Woodland Heath

Renovated, Chic, one bed, Sleeps 4,Steps to Transit From US $89
         

|
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
A Village Bed and Breakfast From US $151
         

|
10.0 (69 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Newly renovated pet friendly apt by parks and train! From US $287
         

8.0 (36 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
City's Hippest Neighborhood. n From US $850
         

10.0 (104 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
UltraLuxe Apt in Boston Brownstone in Prime Area From US $550
         

10.0 (76 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Sparkling Boston Townhome with AC, Parking, Roku TV, Patio, Pet Friendly! From US $795
         

Remodeled Spacious Apartment in Perfect Location From US $757
         

10.0 (30 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV

Luxury Places to Stay in Woodland Heath

Over 885+ Luxury Places to Stay in or Near Woodland Heath
Boston Historical Urban Oasis From US $1,903
         

|
7.1 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • View
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
         

Brookline Haven - Rooftop + Deck + Game Room +T From US $1,429
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Woodland Heath

Over 62+ Top-Rated Vacation Rentals with a Pool in or Near Woodland Heath
Brand New Modern Private House in Newton. From US $996
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
The Tower Room at TPH - Boston From US $178
         

9.8 (26 Reviews)
Hostel
  • Air Conditioner
  • Parking
  • Pool
The Pistachio Room at TPH - Boston From US $212
         

9.6 (68 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
The Sunset Room at TPH - Boston From US $178
         

9.6 (26 Reviews)
Hostel
  • Air Conditioner
  • Parking
  • Pool
Residence Inn by Marriott Boston Watertown From US $350
         

|
9.2 (1000 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Woodland Heath

Over 289+ Pet-Friendly Vacation Rentals in or Near Woodland Heath
Spacious City Retreat, 3BR From US $351
         

10.0 (2 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 $318
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
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 $571
         

10.0 (8 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Boston Hospitality Homes, Harvard From US $1,008
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Nice 2bd/1.5ba Next to BU 4919 From US $477
         

10.0 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Beautiful 2bd/1.5ba Next to BU 1198 From US $478
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Large Vacation Homes & Villas in Woodland Heath

Over 86+ Large Vacation Homes & Villas in or Near Woodland Heath
Elysian 4 bedroom Suites From US $730
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • TV
5BR 2BTH Bright & Spacious Apt in Brighton From US $528
         

8.0 (2 Reviews)
Apartment
  • TV
  • Security/Safety
  • Bedding/Linens
Mid-Century Glam Retreat, Near T From US $714
         

10.0 (16 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Modern Boston Condo | near T From US $960
         

10.0 (3 Reviews)
Condo
  • Air Conditioner
  • Parking
  • TV
Historic house renovated for modern convenience From US $498
         

9.8 (139 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
FIFA World Cup Stay! Luxury 6,000 Sq Ft Home Near Boston From US $1,142
         

Wheelchair Accessible Vacation Homes in Woodland Heath

Over 301+ Wheelchair Accessible Vacation Homes in or Near Woodland Heath
A Stylish Stay w/a Queen Bed, Heated Floors. #21 From US $481
         

|
7.8 (46 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Hampton Inn & Suites Watertown Boston From US $215
         

9.4 (1055 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • TV
2bd/1.5ba Next to BU 0981 From US $485
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Nice 2bd/1.5ba near BU 8637 From US $481
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Gorgeous 2BR Next to BU 3187 From US $441
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Walking to Fenway Sunny Perfect Home From US $385
         

9.4 (23 Reviews)
Condo
  • Air Conditioner
  • TV
  • Wheelchair Accessible
Gorgeous 2bd/1.5ba Next to BU 0887 From US $416
         

9.4 (3 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV
Gorgeous 2BR Next to BU 6876 From US $460
         

9.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • TV

Woodland Heath Vacation Rentals and Airbnb Places to Stay Under $200

Over 241+ Woodland Heath Vacation Rentals and Airbnb Places to Stay Under $200
2 bedroom condo close to Boston and Cambridge with free parkings From US $157
         

Coolidge Corner Guest House From US $146
         

|
8.2 (630 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
New building, fully equipped apt, steps to all Boston has to offer! From US $169
         

"The In & Out Room" at TPH - Boston From US $179
         

9.0 (14 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool

Instantly Bookable Vacation Homes in Woodland Heath

Over 468+ Instantly Bookable Vacation Homes in or Near Woodland Heath
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
The Arbor Retreat From US $1,164
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Brownstone Luxury Penthouse Condo From US $837
         

10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
3-bedroom 2 baths beautiful victorian with WiFi, AC From US $603
         

10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • TV
  • Balcony/Terrace
Bright & Spacious Boston Retreat From US $527
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Old Brookline Charm 5 min Longwood In-Unit Laundry From US $764
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Stylish & Cozy Boston Retreat Near Train Station, Parks & Cafés From US $707
         

10.0 (1 Review)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

About Woodland Heath Vacation Rentals

With more than 894 Woodland Heath vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Longislandholidays 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 Woodland Heath.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Longislandholidays Woodland Heath, 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 Woodland Heath. Places to stay near Woodland Heath are 561.89 ft² on average, with prices averaging US $398 a night.

Longislandholidays makes it easy and safe to find and compare vacation rentals in Woodland Heath 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 Woodland Heath

Type Count
Holiday Apartments 540
Vacation Homes 202
Hotels 90
B&B 7
Hostels 4

Use these Quick Filters to Find a Vacation Rental in Woodland Heath

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

Weather in Woodland Heath

View the weather forecast for Woodland Heath before booking your Woodland Heath 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

Woodland Heath Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Woodland Heath?
How many vacation rentals are available in Woodland Heath?

Currently, the total number of properties listed in 2026 is over 894 in the Woodland Heath area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Woodland Heath.