Douglas Holiday Rentals

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Holiday Rentals in Douglas

Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

10.0 out of 10, Exceptional, (128)
"Wonderful location!!!"
Waterfront Home with Stunning Views .. Dog friendly , and great fishing !!!

Residences at Solomon Pond

3.5 star property
8.2 out of 10, Very good, (192)
"I really enjoy staying here, the staff is amazingly polite and will try and do their best to make your experience exceptional. "
Residences at Solomon Pond

The Tree House at Underhill Hollow

9.2 out of 10, Wonderful, (27)
"Great stay and the tree house was amazing. We loved walking the trails and finding all the fairy houses and interacting with the animals! "
The price is AU$270
includes taxes & fees
25 Aug - 26 Aug
The Tree House at Underhill Hollow

Dove Cabin up in the Trees

9.8 out of 10, Exceptional, (19)
"This is the sweetest property to stay in when visiting Brimfield market. I highly suggest any of the cabins on the property "
The price is AU$401
includes taxes & fees
25 Aug - 26 Aug
Dove Cabin up in the Trees

Big family gatherings

9.4 out of 10, Exceptional, (34)
"It was a quick stay for overnight after wedding, very close to venue and enough space for family members"
The price is AU$670
includes taxes & fees
25 Aug - 26 Aug
Big family gatherings

Federal Hill 2 bedroom King bed Parking PLEASE READ DESCRIPTION BEFORE BOOKING

10.0 out of 10, Exceptional, (1)
"Fabulous apartment in a great location. Beautiful space with a property manager who is accessible, easy to reach and a delight to work with."
Federal Hill 2 bedroom King bed Parking PLEASE READ DESCRIPTION BEFORE BOOKING

The Cellar-Suite at Silver LakeNEW 1-Bed APT

2.0 star property
The price is AU$293
includes taxes & fees
1 Sept - 2 Sept
The Cellar-Suite at Silver LakeNEW 1-Bed APT

Luxury Home, Pool, fireplace

10.0 out of 10, Exceptional, (29)
"The property allowed for my extended family to gather under one roof and spend quality time together in a beautiful and quaint setting. "
Luxury Home, Pool, fireplace

Lovely Historic Vintage home. Remodeled inside.

9.2 out of 10, Wonderful, (33)
"Great accomodations"
The price is AU$741
includes taxes & fees
25 Aug - 26 Aug
Lovely Historic Vintage home. Remodeled inside.

Beautiful Lakefront Home with Private Beach

9.2 out of 10, Wonderful, (173)
"Beautiful house and grounds! Very private with lots of room along with homey touches. Kids loved the toy cabinet and the pool table. Easy access to Boston. We thoroughly enjoyed our Easter weekend there! "
Beautiful Lakefront Home with Private Beach

Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

9.8 out of 10, Exceptional, (110)
"It was a lovely cottage with beautiful views "
Enjoy the Fun of a Lakefront GetAway, While Only Minutes from Local Attractions!

Prime 2nd Fl Stay All-Incl

7.8 out of 10, Good, (28)
"Sam was very quick to respond and was very helpful. Apartment had all necessities needed to cook and sleep peacefully and comfortably. "
The price is AU$207
includes taxes & fees
8 Sept - 9 Sept
Prime 2nd Fl Stay All-Incl

🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇

9.0 out of 10, Wonderful, (31)
"Great location, 4 private bedrooms, covered parking and very responsive host. "
The price is AU$493
includes taxes & fees
7 Sept - 8 Sept
🌟Spacious + Backyard🌟50ft to Atwells & Downtown!🍝🎇

Webster Lake - One Home -Two Apartments

10.0 out of 10, Exceptional, (15)
"The house was better than we expected. We had a 16month old and there was a brand new pack and play for us to use. The house was clean, organized and ready for our family. We had 9 adults and 1 toddler and there was plenty of room to accommodate us all. The owners were VERY responsive to all our inquiries. We would definitely recommend this property!"
Webster Lake - One Home -Two Apartments

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

9.8 out of 10, Exceptional, (87)
"We enjoyed our stay. As a family of cooks the kitchen was very small and this was a bit of a challenge. It is a very relaxing cottage and we enjoyed the water even if it was a bit cold as our time was in April. I would certainly return to this rental. It is very clean and the sun room was wonderful."
Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Secluded 2-Acre Lakefront Home! Book Your Getaway!

9.8 out of 10, Exceptional, (72)
"We enjoyed our stay, especially sitting on the deck and listening to the birds. We would definitely love to return again sometime."
The price is AU$1,243
includes taxes & fees
1 Sept - 2 Sept
Secluded 2-Acre Lakefront Home! Book Your Getaway!

Spacious 4-bedroom house in charming Worcester with AC, WiFi

2.0 star property
10.0 out of 10, Exceptional, (17)
"Our stay at this property was great. Very clean and spacious. Area was very accessible to main roads. Our hosts were very responsive from booking through to the end of our stay. Will look to stay next time we visit Worcester "
Spacious 4-bedroom house in charming Worcester with AC, WiFi

New Studio in ❤️ of Providence with FREE Parking

9.0 out of 10, Wonderful, (57)
"great location for a short stay near federal hill"
New Studio in ❤️ of Providence with FREE Parking

Wizard's Roost at Underhill Hollow

9.4 out of 10, Exceptional, (14)
"My kids loved all the "magic"(even the grumpy teenager thought it was cool) loved meeting the goats/sheep. We especially loved meeting the farm dog!"
The price is AU$245
includes taxes & fees
25 Aug - 26 Aug
Wizard's Roost at Underhill Hollow

The Micro-Loft at Mt. Pleasant New 2BR APT Parking

2.0 star property
6.4 out of 10, (5)
"Great clean place thank you "
The price is AU$390
includes taxes & fees
25 Aug - 26 Aug
The Micro-Loft at Mt. Pleasant New 2BR APT Parking
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Douglas Hotel Reviews

Frequently asked questions

Are there holiday rentals in Douglas?

Yes, there are holiday rentals in Douglas close to Breezy Picnic Grounds & Waterslides, or you can select a more secluded option if you're looking for a relaxing stay. Douglas is known for its parks.

What are some of the best holiday rentals that Douglas has to offer?

Big family gatherings: This holiday home rental outside of Douglas has laundry facilities and WiFi to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Douglas?

Family-friendly attractions include Breezy Picnic Grounds & Waterslides, whereas Manchaug Pond is a spot to enjoy the outdoors. Blissful Meadows Golf Club and Indian Ranch are a couple of places you'll find in the wider area.

What’s a holiday rental in Douglas like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Douglas. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a clean environment, a holiday rental can provide a sense of safety away from public hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family gatherings.