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.

Douglas Vacation Rentals

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Douglas.
Waterfront Home with Stunning Views ....Great fishing, and Dog friendly �, vacation rental in Douglas
Waterfront Home with Stunning Views ....Great fishing, and Dog friendly �, vacation rental in Douglas
Waterfront Home with Stunning Views ....Great fishing, and Dog friendly �, vacation rental in Douglas

Waterfront Home with Stunning Views ....Great fishing, and Dog friendly �

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Rustic Log Cabin on the Lake, vacation rental in Douglas
Rustic Log Cabin on the Lake, vacation rental in Douglas
Rustic Log Cabin on the Lake, vacation rental in Douglas

Rustic Log Cabin on the Lake

Rental Home
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Guesthouse on a Lake, vacation rental in Douglas
Guesthouse on a Lake, vacation rental in Douglas
Guesthouse on a Lake, vacation rental in Douglas

Guesthouse on a Lake

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
The following properties within 20 miles of Douglas match all your filters:
Spacious Villa With Free Parking and King Beds, vacation rental in Douglas
Spacious Villa With Free Parking and King Beds, vacation rental in Douglas
Spacious Villa With Free Parking and King Beds, vacation rental in Douglas

Spacious Villa With Free Parking and King Beds

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
"Duck Rock" Lakefront House with 200' Private Waterfront, vacation rental in Douglas
"Duck Rock" Lakefront House with 200' Private Waterfront, vacation rental in Douglas
"Duck Rock" Lakefront House with 200' Private Waterfront, vacation rental in Douglas

"Duck Rock" Lakefront House with 200' Private Waterfront

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spacious family friendly 3BR 1st FL apt. Kelly SQ, Downtown & commuter Rail, vacation rental in Douglas
Spacious family friendly 3BR 1st FL apt. Kelly SQ, Downtown & commuter Rail, vacation rental in Douglas
Spacious family friendly 3BR 1st FL apt. Kelly SQ, Downtown & commuter Rail, vacation rental in Douglas

Spacious family friendly 3BR 1st FL apt. Kelly SQ, Downtown & commuter Rail

Rental Home
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
A 123 year old lake property & you won’t believe it! Great fishing spot!, vacation rental in Douglas
A 123 year old lake property & you won’t believe it! Great fishing spot!, vacation rental in Douglas
A 123 year old lake property & you won’t believe it! Great fishing spot!, vacation rental in Douglas

A 123 year old lake property & you won’t believe it! Great fishing spot!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private lakefront home, 300' on lake, 3 docks, beach, boats, 40 miles to Boston, vacation rental in Douglas
Private lakefront home, 300' on lake, 3 docks, beach, boats, 40 miles to Boston, vacation rental in Douglas
Private lakefront home, 300' on lake, 3 docks, beach, boats, 40 miles to Boston, vacation rental in Douglas

Private lakefront home, 300' on lake, 3 docks, beach, boats, 40 miles to Boston

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful family getaway, walking distance to markets, 35 min drive to Boston, vacation rental in Douglas
Beautiful family getaway, walking distance to markets, 35 min drive to Boston, vacation rental in Douglas
Beautiful family getaway, walking distance to markets, 35 min drive to Boston, vacation rental in Douglas

Beautiful family getaway, walking distance to markets, 35 min drive to Boston

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Safe and comfortable accommodations for business travelers., vacation rental in Douglas
Safe and comfortable accommodations for business travelers., vacation rental in Douglas
Safe and comfortable accommodations for business travelers., vacation rental in Douglas

Safe and comfortable accommodations for business travelers.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Convenient Stay, Superb Location! Pet-friendly Accommodation, Indoor Pool!, vacation rental in Douglas
Convenient Stay, Superb Location! Pet-friendly Accommodation, Indoor Pool!, vacation rental in Douglas
Convenient Stay, Superb Location! Pet-friendly Accommodation, Indoor Pool!, vacation rental in Douglas

Convenient Stay, Superb Location! Pet-friendly Accommodation, Indoor Pool!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Enjoy a Hassle-Free Stay in Milford! Pet-Friendly, w/ Pool, Close to Sandy Beach, vacation rental in Douglas
Enjoy a Hassle-Free Stay in Milford! Pet-Friendly, w/ Pool, Close to Sandy Beach, vacation rental in Douglas
Enjoy a Hassle-Free Stay in Milford! Pet-Friendly, w/ Pool, Close to Sandy Beach, vacation rental in Douglas

Enjoy a Hassle-Free Stay in Milford! Pet-Friendly, w/ Pool, Close to Sandy Beach

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Vacation Starts Here! w/ Indoor Pool, Pet-Friendly, Close to Edwards Field, vacation rental in Douglas
Vacation Starts Here! w/ Indoor Pool, Pet-Friendly, Close to Edwards Field, vacation rental in Douglas
Vacation Starts Here! w/ Indoor Pool, Pet-Friendly, Close to Edwards Field, vacation rental in Douglas

Vacation Starts Here! w/ Indoor Pool, Pet-Friendly, Close to Edwards Field

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Vacation Day Is Always A Great Idea! w/ Indoor Pool, Pets are Allowed Here, vacation rental in Douglas
Vacation Day Is Always A Great Idea! w/ Indoor Pool, Pets are Allowed Here, vacation rental in Douglas
Vacation Day Is Always A Great Idea! w/ Indoor Pool, Pets are Allowed Here, vacation rental in Douglas

Vacation Day Is Always A Great Idea! w/ Indoor Pool, Pets are Allowed Here

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land, vacation rental in Douglas
Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land, vacation rental in Douglas
Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land, vacation rental in Douglas

Breath of Fresh Air! Pet-Friendly, Close to Louisa Lake and Fairbanks Land

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Indulge in Home-Like Comfort! w/ Pool, Short Drive to Dean Pond, Pet-Friendly!, vacation rental in Douglas
Indulge in Home-Like Comfort! w/ Pool, Short Drive to Dean Pond, Pet-Friendly!, vacation rental in Douglas
Indulge in Home-Like Comfort! w/ Pool, Short Drive to Dean Pond, Pet-Friendly!, vacation rental in Douglas

Indulge in Home-Like Comfort! w/ Pool, Short Drive to Dean Pond, Pet-Friendly!

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Best Value, Quality Stay! Short Drive to Pinecrest Golf Club,  Pets are Allowed, vacation rental in Douglas
Best Value, Quality Stay! Short Drive to Pinecrest Golf Club,  Pets are Allowed, vacation rental in Douglas
Best Value, Quality Stay! Short Drive to Pinecrest Golf Club,  Pets are Allowed, vacation rental in Douglas

Best Value, Quality Stay! Short Drive to Pinecrest Golf Club, Pets are Allowed

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Always a Great Idea To Unwind! Close to Dilla Street, w/ Pool, Pet-Friendly, vacation rental in Douglas
Always a Great Idea To Unwind! Close to Dilla Street, w/ Pool, Pet-Friendly, vacation rental in Douglas
Always a Great Idea To Unwind! Close to Dilla Street, w/ Pool, Pet-Friendly, vacation rental in Douglas

Always a Great Idea To Unwind! Close to Dilla Street, w/ Pool, Pet-Friendly

Rental Home
1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Ellen Elizabeth Estates of New England, vacation rental in Douglas
Ellen Elizabeth Estates of New England, vacation rental in Douglas
Ellen Elizabeth Estates of New England, vacation rental in Douglas

Ellen Elizabeth Estates of New England

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Entire Cozy unit with In-Unit Washer and Dryer, vacation rental in Douglas
Entire Cozy unit with In-Unit Washer and Dryer, vacation rental in Douglas
Entire Cozy unit with In-Unit Washer and Dryer, vacation rental in Douglas

Entire Cozy unit with In-Unit Washer and Dryer

Rental Home
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Pets allowed 2 Bedroom apartment with Balcony quiet area., vacation rental in Douglas
Pets allowed 2 Bedroom apartment with Balcony quiet area., vacation rental in Douglas
Pets allowed 2 Bedroom apartment with Balcony quiet area., vacation rental in Douglas

Pets allowed 2 Bedroom apartment with Balcony quiet area.

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Private Fabulous New England Apt for Single or Couples, vacation rental in Douglas
Private Fabulous New England Apt for Single or Couples, vacation rental in Douglas
Private Fabulous New England Apt for Single or Couples, vacation rental in Douglas

Private Fabulous New England Apt for Single or Couples

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Guesthouse in the Heart of Worcester, vacation rental in Douglas
Cozy Guesthouse in the Heart of Worcester, vacation rental in Douglas
Cozy Guesthouse in the Heart of Worcester, vacation rental in Douglas

Cozy Guesthouse in the Heart of Worcester

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lovely 2 Bedroom Serviced Apartment, vacation rental in Douglas
Lovely 2 Bedroom Serviced Apartment, vacation rental in Douglas
Lovely 2 Bedroom Serviced Apartment, vacation rental in Douglas

Lovely 2 Bedroom Serviced Apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Zig-Zag Trails Private Guest Suite on 65 Acres, vacation rental in Douglas
Zig-Zag Trails Private Guest Suite on 65 Acres, vacation rental in Douglas
Zig-Zag Trails Private Guest Suite on 65 Acres, vacation rental in Douglas

Zig-Zag Trails Private Guest Suite on 65 Acres

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Rustic Farmette Studio with Hot Tub & Pool, vacation rental in Douglas
Rustic Farmette Studio with Hot Tub & Pool, vacation rental in Douglas
Rustic Farmette Studio with Hot Tub & Pool, vacation rental in Douglas

Rustic Farmette Studio with Hot Tub & Pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy lake cottage. Bring your boat.  New dock at cottage., vacation rental in Douglas
Cozy lake cottage. Bring your boat.  New dock at cottage., vacation rental in Douglas
Cozy lake cottage. Bring your boat.  New dock at cottage., vacation rental in Douglas

Cozy lake cottage. Bring your boat. New dock at cottage.

Rental Home
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park, vacation rental in Douglas
Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park, vacation rental in Douglas
Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park, vacation rental in Douglas

Convenient Stay, Superb Location! 2 Modern Units in Milford, Near Calzone Park

Rental Home
2 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Cozy Cape in Smithfield, vacation rental in Douglas
Cozy Cape in Smithfield, vacation rental in Douglas
Cozy Cape in Smithfield, vacation rental in Douglas

Cozy Cape in Smithfield

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
New England Country Estates - private Entrance / Private bathroom, vacation rental in Douglas
New England Country Estates - private Entrance / Private bathroom, vacation rental in Douglas
New England Country Estates - private Entrance / Private bathroom, vacation rental in Douglas

New England Country Estates - private Entrance / Private bathroom

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming Worcester Retreat w/ Private Pool!, vacation rental in Douglas
Charming Worcester Retreat w/ Private Pool!, vacation rental in Douglas
Charming Worcester Retreat w/ Private Pool!, vacation rental in Douglas

Charming Worcester Retreat w/ Private Pool!

Rental Home
3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Lovely two bedroom townhouse minutes to most amenities., vacation rental in Douglas
Lovely two bedroom townhouse minutes to most amenities., vacation rental in Douglas
Lovely two bedroom townhouse minutes to most amenities., vacation rental in Douglas

Lovely two bedroom townhouse minutes to most amenities.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Sunset View Lake Front Home Rental, vacation rental in Douglas
Sunset View Lake Front Home Rental, vacation rental in Douglas
Sunset View Lake Front Home Rental, vacation rental in Douglas

Sunset View Lake Front Home Rental

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful Historic Colonial c.1780, vacation rental in Douglas
Beautiful Historic Colonial c.1780, vacation rental in Douglas
Beautiful Historic Colonial c.1780, vacation rental in Douglas

Beautiful Historic Colonial c.1780

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Newly updated/furnished 3 bedrooms house, vacation rental in Douglas
Newly updated/furnished 3 bedrooms house, vacation rental in Douglas
Newly updated/furnished 3 bedrooms house, vacation rental in Douglas

Newly updated/furnished 3 bedrooms house

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Ideal Mix of Comfort and Value! 3 Comfortable Units, Pet-Friendly, w/ Pool, vacation rental in Douglas
Ideal Mix of Comfort and Value! 3 Comfortable Units, Pet-Friendly, w/ Pool, vacation rental in Douglas
Ideal Mix of Comfort and Value! 3 Comfortable Units, Pet-Friendly, w/ Pool, vacation rental in Douglas

Ideal Mix of Comfort and Value! 3 Comfortable Units, Pet-Friendly, w/ Pool

Rental Home
3 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Your Cottage on the Lake, vacation rental in Douglas
Your Cottage on the Lake, vacation rental in Douglas
Your Cottage on the Lake, vacation rental in Douglas

Your Cottage on the Lake

Rental Home
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Beautiful modern Lakehouse with private lake access for year-round getaways, vacation rental in Douglas
Beautiful modern Lakehouse with private lake access for year-round getaways, vacation rental in Douglas
Beautiful modern Lakehouse with private lake access for year-round getaways, vacation rental in Douglas

Beautiful modern Lakehouse with private lake access for year-round getaways

Rental Home
3 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Webster Lake - 3BR / 2 BATH Apartment, vacation rental in Douglas
Webster Lake - 3BR / 2 BATH Apartment, vacation rental in Douglas
Webster Lake - 3BR / 2 BATH Apartment, vacation rental in Douglas

Webster Lake - 3BR / 2 BATH Apartment

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Modern dog-friendly home on Webster Lake with water access & spectacular views, vacation rental in Douglas
Modern dog-friendly home on Webster Lake with water access & spectacular views, vacation rental in Douglas
Modern dog-friendly home on Webster Lake with water access & spectacular views, vacation rental in Douglas

Modern dog-friendly home on Webster Lake with water access & spectacular views

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Centrally Located, Dog Friendly, Vintage Lake House With Contemporary Amenities., vacation rental in Douglas
Centrally Located, Dog Friendly, Vintage Lake House With Contemporary Amenities., vacation rental in Douglas
Centrally Located, Dog Friendly, Vintage Lake House With Contemporary Amenities., vacation rental in Douglas

Centrally Located, Dog Friendly, Vintage Lake House With Contemporary Amenities.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Charming home on Lake Quinsigamond!, vacation rental in Douglas
Charming home on Lake Quinsigamond!, vacation rental in Douglas
Charming home on Lake Quinsigamond!, vacation rental in Douglas

Charming home on Lake Quinsigamond!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Antique townhouse with modern style and comfort., vacation rental in Douglas
Antique townhouse with modern style and comfort., vacation rental in Douglas
Antique townhouse with modern style and comfort., vacation rental in Douglas

Antique townhouse with modern style and comfort.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Wrecked at Ron’s, vacation rental in Douglas
Wrecked at Ron’s, vacation rental in Douglas
Wrecked at Ron’s, vacation rental in Douglas

Wrecked at Ron’s

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Wrecked at Ron’s, vacation rental in Douglas
Wrecked at Ron’s, vacation rental in Douglas
Wrecked at Ron’s, vacation rental in Douglas

Wrecked at Ron’s

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Beautiful tranquil escape set on 47 acres, vacation rental in Douglas
Beautiful tranquil escape set on 47 acres, vacation rental in Douglas
Beautiful tranquil escape set on 47 acres, vacation rental in Douglas

Beautiful tranquil escape set on 47 acres

Rental Home
5 bedrooms
3 bathrooms
Sleeps 5
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Spacious Villa With Free Parking, vacation rental in Douglas
Spacious Villa With Free Parking, vacation rental in Douglas
Spacious Villa With Free Parking, vacation rental in Douglas

Spacious Villa With Free Parking

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Webster Lake - Two Apartments, vacation rental in Douglas
Webster Lake - Two Apartments, vacation rental in Douglas
Webster Lake - Two Apartments, vacation rental in Douglas

Webster Lake - Two Apartments

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
Check in
Check out
As seen on
Vrbo.com logo
Short term Paying Guest, vacation rental in Douglas
Short term Paying Guest, vacation rental in Douglas
Short term Paying Guest, vacation rental in Douglas

Short term Paying Guest

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check in
Check out
As seen on
HolidayLettings.com logo
Affiliated with FlipKey
Showing results 1-49 of 49
Frequently Asked Questions about Douglas