Fenway Station holiday homes
We found 3,071 holiday rentals — enter your dates for availability
Discover a selection of private holiday rentals close to Fenway Station that can be your home away from home. Whether you’re travelling with friends, family or even pets, holiday rentals have the amenities that you expect for your stay, which might include cable TV and a washer and dryer. No matter what you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Fenway Station
Showing deals for:10 Oct - 17 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 NZ$12,594
NZ$12,594
NZ$1,799 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 NZ$12,594
NZ$12,594
NZ$1,799 per night
includes taxes & fees
Image gallery for Back-Bay 2BR Penthouse w Roof top and GYM
8.48.4 out of 10 rating
Very good
(6 reviews)
Back-Bay 2BR Penthouse w Roof top and GYM
Boston, Massachusetts
16% off
Price is NZ$9,694
NZ$9,694
NZ$1,385 per night
includes taxes & fees
Image gallery for NEW 2BR Historic Marblehead Home+Minutes to Beach
1010 out of 10 rating
Exceptional
(7 reviews)
NEW 2BR Historic Marblehead Home+Minutes to Beach
Marblehead, MA
8% off
Price is NZ$10,731
NZ$10,731
NZ$1,533 per night
includes taxes & fees
Image gallery for Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA
1010 out of 10 rating
Exceptional
(5 reviews)
Pleasant and fully furnished 4-bedroom and two bathrooms house in Braintree MA
Braintree, MA
12% off
Price is NZ$5,037
NZ$5,037
NZ$720 per night
includes taxes & fees
Image gallery for Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown
9.89.8 out of 10 rating
Exceptional
(63 reviews)
Spacious & Comfy 2BR/2Bath Yacht - Heat & AC - On Freedom Trail-Walk to Downtown
Boston, MA
8% off
Price is NZ$11,771
NZ$11,771
NZ$1,682 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
7% off
Price is NZ$5,677
NZ$5,677
NZ$811 per night
includes taxes & fees
Image gallery for The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View
1010 out of 10 rating
Exceptional
(8 reviews)
The Hive: A Honeybee-Themed Retreat. Wi-fi, Video Games, EV Charger, Garden View
Billerica, MA
19% off
Price is NZ$2,894
NZ$2,894
NZ$413 per night
includes taxes & fees
Image gallery for Luxury Minot Oceanfront • Dog Friendly • Hot Tub • 5BR • Families & Groups
1010 out of 10 rating
Exceptional
(20 reviews)
Luxury Minot Oceanfront • Dog Friendly • Hot Tub • 5BR • Families & Groups
Scituate, MA
16% off
Price is NZ$11,533
NZ$11,533
NZ$1,648 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 NZ$2,504
NZ$2,504
NZ$358 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 NZ$5,104
NZ$5,104
NZ$729 per night
includes taxes & fees
Image gallery for NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
1010 out of 10 rating
Exceptional
(8 reviews)
NEW 1BR on Salem Common l Steps to Witch Museum l Fenced in Yard + Parking
Salem, MA
8% off
Price is NZ$10,314
NZ$10,314
NZ$1,473 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 NZ$7,226
NZ$7,226
NZ$1,032 per night
includes taxes & fees
Image gallery for Mermaid of HULL ~ Looking at Nantasket Beach ~ Events Allowed
9.49.4 out of 10 rating
Exceptional
(21 reviews)
Mermaid of HULL ~ Looking at Nantasket Beach ~ Events Allowed
Hull, MA
8% off
Price is NZ$7,284
NZ$7,284
NZ$1,041 per night
includes taxes & fees
Image gallery for Beautiful Oceanfront Luxurious 2 bedroom 2 story condo, mins from Boston!
9.69.6 out of 10 rating
Exceptional
(12 reviews)
Beautiful Oceanfront Luxurious 2 bedroom 2 story condo, mins from Boston!
Revere, MA
8% off
Price is NZ$4,743
NZ$4,743
NZ$678 per night
includes taxes & fees
Image gallery for Cody's Place Winthrop Boston Logan Airport Beaches
9.89.8 out of 10 rating
Exceptional
(29 reviews)
Cody's Place Winthrop Boston Logan Airport Beaches
Winthrop, MA
8% off
Price is NZ$3,363
NZ$3,363
NZ$480 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 NZ$5,982
NZ$5,982
NZ$855 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 NZ$3,997
NZ$3,997
NZ$571 per night
includes taxes & fees
Image gallery for Elegant condo in Marblehead's Historic district, steps to the harbor.
1010 out of 10 rating
Exceptional
(9 reviews)
Elegant condo in Marblehead's Historic district, steps to the harbor.
Marblehead, MA
8% off
Price is NZ$7,877
NZ$7,877
NZ$1,125 per night
includes taxes & fees
Image gallery for Quiet neighborhood and Walking destination to Downtown Salem
9.49.4 out of 10 rating
Exceptional
(8 reviews)
Quiet neighborhood and Walking destination to Downtown Salem
Salem, MA
8% off
Price is NZ$7,903
NZ$7,903
NZ$1,129 per night
includes taxes & fees
Image gallery for Terrific vacation house only 4.5 miles away from downtown Boston
1010 out of 10 rating
Exceptional
(42 reviews)
Terrific vacation house only 4.5 miles away from downtown Boston
Boston, MA
9% off
Price is NZ$6,922
NZ$6,922
NZ$989 per night
includes taxes & fees
Image gallery for Lovely Cape Cod Style Home ~ Close To Boston ~ Hot Tub ~ Steps To Walking Trails
9.89.8 out of 10 rating
Exceptional
(38 reviews)
Lovely Cape Cod Style Home ~ Close To Boston ~ Hot Tub ~ Steps To Walking Trails
Hingham, MA
8% off
Price is NZ$15,155
NZ$15,155
NZ$2,165 per night
includes taxes & fees
Image gallery for 14b-Charming, beautiful 3-bedroom apartment in Boston
9.89.8 out of 10 rating
Exceptional
(8 reviews)
14b-Charming, beautiful 3-bedroom apartment in Boston
Boston, MA
6% off
Price is NZ$4,962
NZ$4,962
NZ$709 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 NZ$6,018
NZ$6,018
NZ$860 per night
includes taxes & fees
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Find the best place to stay - Fenway Station
90- SPRING GETAWAY EARLY BIRD 10% OFF! Boston spacious 4BR apartment with view
Sleeps 14 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
85b Spacious 3-bedroom apartment in delightful Boston
Sleeps 12 · 3 bedrooms · 2 bathrooms
558/1 - 3BR Boston - Modern Nest near Franklin Park
Sleeps 13 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
233/3-SPRING GETAWAY 10% OFF! Cozy modern apartment, Boston
Sleeps 13 · 4 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
29 reviews(29 reviews)
88 Boylston Street · Skyrise Two Stories - Centrally Located
Sleeps 12 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
Free 2 Car Parking at this 3 bedroom apartment. Close to a park. Great location
Sleeps 8 · 3 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
25 reviews(25 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