We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Hawley Holiday Rentals

List your property
Owner log in
Check-in
— / — / —
Check-out
— / — / —
Guests
0 rooms, 2+ guests
Bedrooms
Any
Bathrooms
Any
Amenities
Show more
Suitability
Show more
Property type
Show more
Distinctive Features
Show more
Distance from
1 mi
49 rentals in Hawley.
Sort by:
Tripadvisor Sort
Revenue impacts this sort order. Learn more.
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Hawley
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Hawley
Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort, holiday rental in Hawley

Country Home with Babbling Brook and Pond View- Minutes to Berkshire East Resort

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Flight's End-A Country Home with Babbling Brook, holiday rental in Hawley
Flight's End-A Country Home with Babbling Brook, holiday rental in Hawley
Flight's End-A Country Home with Babbling Brook, holiday rental in Hawley

Flight's End-A Country Home with Babbling Brook

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Hawley
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Hawley
Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun, holiday rental in Hawley

Stunning mountain top lodge, Ideal for groups of all kinds, 4 -season fun

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Tentrr Signature Site - Hawley Hideaway, holiday rental in Hawley
Tentrr Signature Site - Hawley Hideaway, holiday rental in Hawley
Tentrr Signature Site - Hawley Hideaway, holiday rental in Hawley

Tentrr Signature Site - Hawley Hideaway

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Hawley
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Hawley
Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East, holiday rental in Hawley

Sfa Lodge Log Cabin 4 Bd - 2 Ba Nestled In The Woods 5 Mins From Berkshire East

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Nestled in the Berkshire Hills, The Manor ensures a joyous experience!, holiday rental in Hawley
Nestled in the Berkshire Hills, The Manor ensures a joyous experience!, holiday rental in Hawley
Nestled in the Berkshire Hills, The Manor ensures a joyous experience!, holiday rental in Hawley

Nestled in the Berkshire Hills, The Manor ensures a joyous experience!

Holiday Rental House
7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Unique People & Pet-Welcoming Country Haven, holiday rental in Hawley
Unique People & Pet-Welcoming Country Haven, holiday rental in Hawley
Unique People & Pet-Welcoming Country Haven, holiday rental in Hawley

Unique People & Pet-Welcoming Country Haven

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Hawley
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Hawley
Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area, holiday rental in Hawley

Beautiful Berkshire Lakeside Home In The North Adams/Williamstown Area

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Cozy family friendly home located in the Heart of the Berkshires., holiday rental in Hawley
Cozy family friendly home located in the Heart of the Berkshires., holiday rental in Hawley
Cozy family friendly home located in the Heart of the Berkshires., holiday rental in Hawley

Cozy family friendly home located in the Heart of the Berkshires.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, holiday rental in Hawley
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, holiday rental in Hawley
Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences, holiday rental in Hawley

Swiss Chalet Style Timber frame Home In Berkshires With All Modern Conveniences

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Save time - get the best Hawley rentals sent straight to your email!
Lake Front Log Cabin Close to Mt. Snow, holiday rental in Hawley
Lake Front Log Cabin Close to Mt. Snow, holiday rental in Hawley
Lake Front Log Cabin Close to Mt. Snow, holiday rental in Hawley

Lake Front Log Cabin Close to Mt. Snow

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
In town, newly remodeled studio with private balcony, holiday rental in Hawley
In town, newly remodeled studio with private balcony, holiday rental in Hawley
In town, newly remodeled studio with private balcony, holiday rental in Hawley

In town, newly remodeled studio with private balcony

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Hawley
Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Hawley
Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Hawley

Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont! Come Explore!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
1810 Brook Side Mill/House / Winter Fun Getaway in Western MA, holiday rental in Hawley
1810 Brook Side Mill/House / Winter Fun Getaway in Western MA, holiday rental in Hawley
1810 Brook Side Mill/House / Winter Fun Getaway in Western MA, holiday rental in Hawley

1810 Brook Side Mill/House / Winter Fun Getaway in Western MA

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Modern Rustic House Overlooking The Deerfield River, holiday rental in Hawley
Modern Rustic House Overlooking The Deerfield River, holiday rental in Hawley
Modern Rustic House Overlooking The Deerfield River, holiday rental in Hawley

Modern Rustic House Overlooking The Deerfield River

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Private Northampton Area Home on 8 Lush Acres, holiday rental in Hawley
Private Northampton Area Home on 8 Lush Acres, holiday rental in Hawley
Private Northampton Area Home on 8 Lush Acres, holiday rental in Hawley

Private Northampton Area Home on 8 Lush Acres

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
The Comforts of Home..., holiday rental in Hawley
The Comforts of Home..., holiday rental in Hawley
The Comforts of Home..., holiday rental in Hawley

The Comforts of Home...

Holiday Rental House
3 bedrooms
0 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Retreat In The Woods, holiday rental in Hawley
Retreat In The Woods, holiday rental in Hawley
Retreat In The Woods, holiday rental in Hawley

Retreat In The Woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
19th c. Renovated Barn in the Berkshires, holiday rental in Hawley
19th c. Renovated Barn in the Berkshires, holiday rental in Hawley
19th c. Renovated Barn in the Berkshires, holiday rental in Hawley

19th c. Renovated Barn in the Berkshires

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
A roomy remodeled retreat close to MassMoCA, holiday rental in Hawley
A roomy remodeled retreat close to MassMoCA, holiday rental in Hawley
A roomy remodeled retreat close to MassMoCA, holiday rental in Hawley

A roomy remodeled retreat close to MassMoCA

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Hawley
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Hawley
Charming New England House Surrounded By Trees, Field And Pond, holiday rental in Hawley

Charming New England House Surrounded By Trees, Field And Pond

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Berkshire Lake access, holiday rental in Hawley
Berkshire Lake access, holiday rental in Hawley
Berkshire Lake access, holiday rental in Hawley

Berkshire Lake access

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
SAFE FAMILY SUMMER FUN  in  7 bedroom house,  New England village charm, holiday rental in Hawley
SAFE FAMILY SUMMER FUN  in  7 bedroom house,  New England village charm, holiday rental in Hawley
SAFE FAMILY SUMMER FUN  in  7 bedroom house,  New England village charm, holiday rental in Hawley

SAFE FAMILY SUMMER FUN in 7 bedroom house, New England village charm

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out

A True Shangri-La-Country Retreat W/Pond, Gardens and Huge Deck and View

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Hawley
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Hawley
Charming Rural Cottage in the Heart of the Scenic Mohawk Trail, holiday rental in Hawley

Charming Rural Cottage in the Heart of the Scenic Mohawk Trail

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Hawley
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Hawley
Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas, holiday rental in Hawley

Mountaintop Modern Home, spacious living areas, outdoor venues & lovely vistas

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Lakefront Home in Berkshires, holiday rental in Hawley
Lakefront Home in Berkshires, holiday rental in Hawley
Lakefront Home in Berkshires, holiday rental in Hawley

Lakefront Home in Berkshires

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Spring Escape, Get away in the falls❤️, holiday rental in Hawley
Spring Escape, Get away in the falls❤️, holiday rental in Hawley
Spring Escape, Get away in the falls❤️, holiday rental in Hawley

Spring Escape, Get away in the falls❤️

Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Hawley
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Hawley
Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft, holiday rental in Hawley

Beautiful 3BR river view, huge glass wall Log House -2200 sq/ft

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Ashmere Lakefront  Apartment, holiday rental in Hawley
Ashmere Lakefront  Apartment, holiday rental in Hawley
Ashmere Lakefront  Apartment, holiday rental in Hawley

Ashmere Lakefront Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, holiday rental in Hawley
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, holiday rental in Hawley
Ashmere Lake Log Cabin with privacy / 2 Bedrooms, holiday rental in Hawley

Ashmere Lake Log Cabin with privacy / 2 Bedrooms

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Hawley
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Hawley
Secluded large country home for big groups with giant open yard for outdoor fun., holiday rental in Hawley

Secluded large country home for big groups with giant open yard for outdoor fun.

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Charming Affordable  Home for groups up to 14, holiday rental in Hawley
Charming Affordable  Home for groups up to 14, holiday rental in Hawley
Charming Affordable  Home for groups up to 14, holiday rental in Hawley

Charming Affordable Home for groups up to 14

Holiday Rental House
7 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Retreat in the Woods, holiday rental in Hawley
Retreat in the Woods, holiday rental in Hawley
Retreat in the Woods, holiday rental in Hawley

Retreat in the Woods

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Picturesque Cottage with Sunroom on Ashmere Lake!, holiday rental in Hawley
Picturesque Cottage with Sunroom on Ashmere Lake!, holiday rental in Hawley
Picturesque Cottage with Sunroom on Ashmere Lake!, holiday rental in Hawley

Picturesque Cottage with Sunroom on Ashmere Lake!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Hidden gem at base of ski mountain., holiday rental in Hawley
Hidden gem at base of ski mountain., holiday rental in Hawley
Hidden gem at base of ski mountain., holiday rental in Hawley

Hidden gem at base of ski mountain.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hawley
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hawley
Berkshire house w/ fireplace, A/C, WiFi & laundry, holiday rental in Hawley

Berkshire house w/ fireplace, A/C, WiFi & laundry

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Hawley
Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Hawley
Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Hawley

Bright three-level home w/water views, jetted tub, firepit, and more!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Serene Shelburne Studio Cabin w/Spring-Fed Pool!, holiday rental in Hawley
Serene Shelburne Studio Cabin w/Spring-Fed Pool!, holiday rental in Hawley
Serene Shelburne Studio Cabin w/Spring-Fed Pool!, holiday rental in Hawley

Serene Shelburne Studio Cabin w/Spring-Fed Pool!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Lakefront Summer Cottage~Sparkling clean social distancing space, holiday rental in Hawley
Lakefront Summer Cottage~Sparkling clean social distancing space, holiday rental in Hawley
Lakefront Summer Cottage~Sparkling clean social distancing space, holiday rental in Hawley

Lakefront Summer Cottage~Sparkling clean social distancing space

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Lakefront Summer Cottages~Sparkling clean social distancing space!, holiday rental in Hawley
Lakefront Summer Cottages~Sparkling clean social distancing space!, holiday rental in Hawley
Lakefront Summer Cottages~Sparkling clean social distancing space!, holiday rental in Hawley

Lakefront Summer Cottages~Sparkling clean social distancing space!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
New Timberframe House Rental in the Berkshire Mountains, Masschusetts, holiday rental in Hawley
New Timberframe House Rental in the Berkshire Mountains, Masschusetts, holiday rental in Hawley
New Timberframe House Rental in the Berkshire Mountains, Masschusetts, holiday rental in Hawley

New Timberframe House Rental in the Berkshire Mountains, Masschusetts

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
OWL'S NEST LODGING, holiday rental in Hawley
OWL'S NEST LODGING, holiday rental in Hawley
OWL'S NEST LODGING, holiday rental in Hawley

OWL'S NEST LODGING

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Bear Den, holiday rental in Hawley
The Bear Den, holiday rental in Hawley
The Bear Den, holiday rental in Hawley

The Bear Den

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private Suite with a Sweet View, spacious,close to town with spectacular vistas., holiday rental in Hawley
Private Suite with a Sweet View, spacious,close to town with spectacular vistas., holiday rental in Hawley
Private Suite with a Sweet View, spacious,close to town with spectacular vistas., holiday rental in Hawley

Private Suite with a Sweet View, spacious,close to town with spectacular vistas.

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Rural Berkshires Home, holiday rental in Hawley
Rural Berkshires Home, holiday rental in Hawley
Rural Berkshires Home, holiday rental in Hawley

Rural Berkshires Home

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Secluded 19th century Farmhouse with mountain views, holiday rental in Hawley
Secluded 19th century Farmhouse with mountain views, holiday rental in Hawley
Secluded 19th century Farmhouse with mountain views, holiday rental in Hawley

Secluded 19th century Farmhouse with mountain views

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!, holiday rental in Hawley
Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!, holiday rental in Hawley
Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!, holiday rental in Hawley

Classic home on 300 acres w/ incredible views, firepit & fireplace - 2 dogs OK!

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Vrbo.com logo
Check-in
Check-out
Art House! Spacious Getaway By Mass Moca, holiday rental in Hawley
Art House! Spacious Getaway By Mass Moca, holiday rental in Hawley
Art House! Spacious Getaway By Mass Moca, holiday rental in Hawley

Art House! Spacious Getaway By Mass Moca

Holiday Rental House
6 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Pleasant on Pleasant, holiday rental in Hawley
Pleasant on Pleasant, holiday rental in Hawley
Pleasant on Pleasant, holiday rental in Hawley

Pleasant on Pleasant

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 1
More info
Vrbo.com logo
Check-in
Check-out
PreviousNext
1
Frequently Asked Questions about Hawley