Woodland Holiday Rentals

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Holiday Rentals in Woodland

Cozy 2-bedroom Duplex in lovely Baileyville with WiFi

10.0 out of 10, Exceptional, (3)
"Cute little neighborhood, friendly neighbors, the property was cozy and homey. Perfect place for my son to ride his bike around the neighborhood and me not have to worry about his safety. I will definitely be returning. "
Cozy 2-bedroom Duplex in lovely Baileyville with WiFi

3-Bedroom w/Attached Garage

9.8 out of 10, Exceptional, (8)
"Such a beautiful beautiful spot and the owner host was above and beyond amazing thank you so much for letting us stay there 🙏we will be back☺️☺️"
3-Bedroom w/Attached Garage

Bear Mountain Lodge

2.5 star property
9.8 out of 10, Exceptional, (38)
"We loved the rustic feel with modern conveniences and the secluded area of this amazing place. A great place for family gatherings and celebrations, will be coming back again !!!!!"
The price is NZ$267
includes taxes & fees
29 Sept - 30 Sept
Bear Mountain Lodge

Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

10.0 out of 10, Exceptional, (156)
"Beautiful spot..great camp..quiet "
Newly Renovated Camp on West Grand Lake in Grand Lake Stream Maine

Pet Friendly Waterfront Farmhouse- PVT OFC, Views, Kayaks, Game Room & Playset

9.4 out of 10, Exceptional, (21)
"We were 5 of us who spent two night's at this property. We're all unanimous that it's a good place to stay. There's everything you will need in a home and they are clean accessible, safe, spacious. We're already thinking of revisiting the property the next time we go that way."
Pet Friendly Waterfront Farmhouse- PVT OFC, Views, Kayaks, Game Room & Playset

New Cabin on Pennamaquan River. Relax in comfort and privacy .

10.0 out of 10, Exceptional, (15)
"The cabin was a bit difficult to find, but when we did we were delighted with the accomodations and how well Kelly had stocked it. We thoroughly enjoyed our stay - so peaceful and comfortable!"
The price is NZ$551
includes taxes & fees
1 Oct - 2 Oct
New Cabin on Pennamaquan River. Relax in comfort and privacy .

Cozy Lakefront Family Camp

10.0 out of 10, Exceptional, (2)
"This is an AMAZING place to go for either a family vacation or some quiet time away! Great host, and great neighbors too! We thoroughly enjoyed our time here and we will definitely be back!"
Cozy Lakefront Family Camp

Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.

8.8 out of 10, Excellent, (38)
"The BBQ grill does not work. I did reach out to the owner who did offer to purchase a new one if I went to pick it up but I didn’t feel that was something a renter should have to do. The furniture is well worn and uncomfortable. There were six of us and only seating in the living room for four. The mattresses and pillows in the bedrooms need to be replaced. I would recommend outside furniture for relaxation up by the house. "
Meddybemps Lake House with. Sandy Beach Cool Summer Temps, highs in the 70s.

Rustic, split-level log cottage, River-view, Pet-friendly, Downeast Maine

10.0 out of 10, Exceptional, (1)
"I was pleased with the property and hosts. The property is quiet and comfortable. The porch overlooking the river is fantastic. The problem came during and after check out. Our host said I was only registered for 1 adult 2 kids. I had reservations for 5 adults (2weee teens). Later she emailed me saying that because I was only registered for 2 she was charging my card an extra fee. Sure enough when I checked my card was charged again. I didn’t mind paying for the extra. I really had thought...
The price is NZ$277
includes taxes & fees
26 Oct - 27 Oct
Rustic, split-level log cottage, River-view, Pet-friendly, Downeast Maine

Spacious cabin on beautiful Long Lake w/waterfront view, private dock, fire pit.

10.0 out of 10, Exceptional, (11)
"Cabin is roomy and comfortable. Was immaculate upon arrival. Has everything you need. Hosts were very attentive and asked often if we needed anything. . "
Spacious cabin on beautiful Long Lake w/waterfront view, private dock, fire pit.

Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

9.6 out of 10, Exceptional, (41)
"Very nice quiet vacation get away. Cottage we had sat right on the lake and it was very peaceful to just sit on the screened porch and watch the water and feel the breeze coming off the lake."
The price is NZ$277
includes taxes & fees
9 Oct - 10 Oct
Rustic log cottage, Lake-view, Pet-friendly, Downeast Maine

Beautiful Waterfront Home on Pristine West Grand Lake

10.0 out of 10, Exceptional, (14)
"Was a great place to stay, extremely clean, pics are very accurate. Host was quick to respond to any questions."
Beautiful Waterfront Home on Pristine West Grand Lake

Rustic log cottage, River-view, Pet-friendly, Downeast Maine

9.8 out of 10, Exceptional, (16)
"Absolutely PERFECT stay for our honeymoon!!"
The price is NZ$277
includes taxes & fees
5 Oct - 6 Oct
Rustic log cottage, River-view, Pet-friendly, Downeast Maine

2BR Waterfront Cottage, 2.5 Baths, Stunning St. Croix River Views, Near Canada

2.0 star property
10.0 out of 10, Exceptional, (2)
"The views were beautiful. The property and home were well maintained and comfortable, everything we needed was there. communication very easy...Would highly recommend it."
2BR Waterfront Cottage, 2.5 Baths, Stunning St. Croix River Views, Near Canada

Relaxing rustic cabin on the lake 25 feet from the shore.

9.6 out of 10, Exceptional, (4)
"Fishing, Relaxing and Family Reunion. Took a trip to East Port and Moose horn Observatory."
Relaxing rustic cabin on the lake 25 feet from the shore.

Bear Mountain Lodge - Maine - Guest Lodge

10.0 out of 10, Exceptional, (1)
"Beautiful view overlooking the mountains gorgeous home with activities inside . Look forward to returning in the future"
Bear Mountain Lodge - Maine - Guest Lodge

Charming 3-bedroom lake cottage in Perry with AC, and sandy beach

Charming 3-bedroom lake cottage in Perry with AC, and sandy beach

Charming lake front 2-bedroom cottage in serene Alexander with WiFi, AC

10.0 out of 10, Exceptional, (1)
"This is a great house and location for a family lake trip. The house is new and very clean. Rhe view front the porch is great. The dock is right out front, so water access is easy."
Charming lake front 2-bedroom cottage in serene Alexander with WiFi, AC

Rustic, 3-bedroom, log cottage, Lake-view, Pet-friendly, Downeast Maine

The price is NZ$287
includes taxes & fees
1 Oct - 2 Oct
Rustic, 3-bedroom, log cottage, Lake-view, Pet-friendly, Downeast Maine

Rustic two-story log cottage, River-view, Pet-friendly, Downeast Maine

10.0 out of 10, Exceptional, (13)
"The cabin, the setting, and the property managers were all amazing. I cannot say enough good things, so I will only say that this will be our year vacation in the future. Thank you for a great stay!"
Rustic two-story log cottage, River-view, Pet-friendly, Downeast Maine
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 Woodland Hotel Reviews

Find out more about Woodland

Find out more about Woodland

Everything you need to know about Woodland holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Woodland holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Woodland holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Woodland holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Woodland. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Woodland holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodland holiday rentals we have selected for you start as low as NZ$267 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Woodland rentals

At Expedia, we put the best Woodland holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Woodland rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Woodland holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Woodland. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Woodland?

Yes, there are holiday rentals close to the most popular sights in Woodland, or you can select a more secluded option if you're looking for a relaxing stay.

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

3-Bedroom w/Attached Garage: This highly rated holiday home rental in Woodland has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

What’s there to see and do in Woodland?

Explore the area and family-friendly sights such as Huntsman Marine Science Centre, or get out into nature at a spot like Pocomoonshine Lake. Chocolate Museum and Moosehorn National Wildlife Refuge are a couple of places you'll find in the wider area.

What’s a holiday rental in Woodland like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Woodland. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental an attractive option for family gatherings.