
Holiday rentals near Chase Woodlands
We found 2,646 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals near Chase Woodlands that can be your home away from home. Whether you're going on holiday with family or friends, holiday rentals have the best amenities for spending time at your holiday home, which might include a garden and Wi-Fi. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Chase Woodlands
Showing deals for:3 Oct - 10 Oct
Image gallery for Fenway 2 bed 2 bath condo

8.88.8 out of 10 rating
Excellent
(5 reviews)
Fenway 2 bed 2 bath condo
Boston, MA
8% off
Price is AU$11,281
AU$11,281
AU$1,612 per night
includes taxes & fees
Image gallery for Back-Bay Upscale Central Penthouse W Roof-top

9.69.6 out of 10 rating
Exceptional
(7 reviews)
Back-Bay Upscale Central Penthouse W Roof-top
Boston, Massachusetts
16% off
Price is AU$9,130
AU$9,130
AU$1,304 per night
includes taxes & fees
Image gallery for Luxurious apartment in Fenway

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Luxurious apartment in Fenway
Boston, MA
8% off
Price is AU$11,281
AU$11,281
AU$1,612 per night
includes taxes & fees
Image gallery for Luxury apartment seaport

9.29.2 out of 10 rating
Wonderful
(9 reviews)
Luxury apartment seaport
Boston, MA
8% off
Price is AU$13,336
AU$13,336
AU$1,905 per night
includes taxes & fees
Image gallery for 4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!

9.49.4 out of 10 rating
Exceptional
(22 reviews)
4BR, 4Bath Dream Home Experience: sauna, hot tub, pool. Explore Boston in Style!
Newton, MA
8% off
Price is AU$8,664
AU$8,664
AU$1,238 per night
includes taxes & fees
Image gallery for Spacious 4BR with Modern Amenities – Family-Friendly

8.08.0 out of 10 rating
Very good
(5 reviews)
Spacious 4BR with Modern Amenities – Family-Friendly
Randolph, MA
8% off
Price is AU$5,107
AU$5,107
AU$730 per night
includes taxes & fees
Image gallery for Lovely Studio Walk to Wellesley and Babson College

1010 out of 10 rating
Exceptional
(22 reviews)
Lovely Studio Walk to Wellesley and Babson College
Wellesley, MA
8% off
Price is AU$2,307
AU$2,307
AU$330 per night
includes taxes & fees
Image gallery for Spacious Triplex with Large backyard FreePrkg

9.09.0 out of 10 rating
Wonderful
(6 reviews)
Spacious Triplex with Large backyard FreePrkg
Boston, MA
8% off
Price is AU$33,998
AU$33,998
AU$4,857 per night
includes taxes & fees
Image gallery for Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg

8.48.4 out of 10 rating
Very good
(6 reviews)
Great for large group mins from DowntownBostonFenway Convention Grill Free Prkg
Boston, MA
8% off
Price is AU$9,914
AU$9,914
AU$1,416 per night
includes taxes & fees
Image gallery for July 2nd + 3rd "Boston Harborfest /Fireworks 2025 on the Harbor" Fireworks 7/2

9.89.8 out of 10 rating
Exceptional
(43 reviews)
July 2nd + 3rd "Boston Harborfest /Fireworks 2025 on the Harbor" Fireworks 7/2
Boston, MA
8% off
Price is AU$4,647
AU$4,647
AU$664 per night
includes taxes & fees
Image gallery for Beautiful Dorchester Home in Boston!

1010 out of 10 rating
Exceptional
(5 reviews)
Beautiful Dorchester Home in Boston!
Boston, MA
8% off
Price is AU$6,629
AU$6,629
AU$947 per night
includes taxes & fees
Image gallery for A Cozy 5BR Apartment near Harvard Square and MIT

9.89.8 out of 10 rating
Exceptional
(41 reviews)
A Cozy 5BR Apartment near Harvard Square and MIT
Cambridge, MA
8% off
Price is AU$7,917
AU$7,917
AU$1,131 per night
includes taxes & fees
Image gallery for 14b-Charming, beautiful 3-bedroom apartment in Boston

9.89.8 out of 10 rating
Exceptional
(7 reviews)
14b-Charming, beautiful 3-bedroom apartment in Boston
Boston, MA
6% off
Price is AU$5,675
AU$5,675
AU$811 per night
includes taxes & fees
Image gallery for Charming 2-bedroom apartment in nice Sharon with WiFi, AC near Gillette Stadium

9.09.0 out of 10 rating
Wonderful
(8 reviews)
Charming 2-bedroom apartment in nice Sharon with WiFi, AC near Gillette Stadium
Sharon, MA
8% off
Price is AU$3,686
AU$3,686
AU$527 per night
includes taxes & fees
Image gallery for Luxe & Luminous – 4BR Urban Escape

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Luxe & Luminous – 4BR Urban Escape
Boston, MA
7% off
Price is AU$5,400
AU$5,400
AU$771 per night
includes taxes & fees
Image gallery for Norwood Luxe Suite- Pet friendly & Commuter friendly

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Norwood Luxe Suite- Pet friendly & Commuter friendly
Norwood, MA
14% off
Price is AU$5,507
AU$5,507
AU$787 per night
includes taxes & fees
Image gallery for Contemporary Farmhouse-Style Retreat | near T

9.69.6 out of 10 rating
Exceptional
(13 reviews)
Contemporary Farmhouse-Style Retreat | near T
Boston, Massachusetts
20% off
Price is AU$6,285
AU$6,285
AU$898 per night
includes taxes & fees
Image gallery for Comfy & Cozy 2nd level condo walk to MBTA mins to Downtown Boston

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Comfy & Cozy 2nd level condo walk to MBTA mins to Downtown Boston
Boston, MA
8% off
Price is AU$7,735
AU$7,735
AU$1,105 per night
includes taxes & fees
Image gallery for Waterfront Beach Home With Attached In- Law Suite

1010 out of 10 rating
Exceptional
(35 reviews)
Waterfront Beach Home With Attached In- Law Suite
Weymouth, MA
8% off
Price is AU$7,476
AU$7,476
AU$1,068 per night
includes taxes & fees
Image gallery for * Beautiful condo 1st floor walk to public trans T mins to downtown Boston

9.69.6 out of 10 rating
Exceptional
(43 reviews)
* Beautiful condo 1st floor walk to public trans T mins to downtown Boston
Boston, MA
8% off
Price is AU$7,130
AU$7,130
AU$1,019 per night
includes taxes & fees
Image gallery for Comfy, Stylish Apt. Near Uni's, Driveway

1010 out of 10 rating
Exceptional
(6 reviews)
Comfy, Stylish Apt. Near Uni's, Driveway
Somerville, MA
8% off
Price is AU$5,191
AU$5,191
AU$742 per night
includes taxes & fees
Image gallery for Comfortable and conveniently located.

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Comfortable and conveniently located.
Medford, MA
23% off
Price is AU$4,013
AU$4,013
AU$573 per night
includes taxes & fees
Image gallery for 30/1 - SPRING GETAWAY 10% OFF! Fully furnished 1st floor apartment in Boston

9.29.2 out of 10 rating
Wonderful
(7 reviews)
30/1 - SPRING GETAWAY 10% OFF! Fully furnished 1st floor apartment in Boston
Boston, MA
8% off
Price is AU$4,220
AU$4,220
AU$603 per night
includes taxes & fees
Image gallery for 37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse

9.09.0 out of 10 rating
Wonderful
(30 reviews)
37-SPRING GETAWAY EARLY BIRD 10%! Greater Boston Cozy Townhouse
Quincy, MA
8% off
Price is AU$4,665
AU$4,665
AU$666 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Chase Woodlands
Charming house with WiFi and AC in superb Randolph
Sleeps 2 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Waterfront. Boston & island views. Kayaks onsite. Weekly discount Aug dates now!
Sleeps 7 · 2 bedrooms · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
126 reviews(126 reviews)
Family-Friendly Property! Steps from World War I Memorial Park w/ Free Parking!
Sleeps 4 · 1 bathroom
Luxury Oceanfront Bayside Jewel-🔥🔥 20% off- Limited space left
Sleeps 8 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
74 reviews(74 reviews)
Renovated Beach House Close to Everything, Minutes to Boston
Sleeps 8 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
95 reviews(95 reviews)
Cozy Pet Friendly House Next To Train
Sleeps 6 · 3 bedrooms · 1 bathroom
6.66.6 out of 10
4 reviews(4 reviews)
Top rated rentals - Chase Woodlands
Wonderful Hosts
1010 out of 10
Exceptionalexceptional
89 reviews(89 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value