Woodland Vacation Rentals from CA $216: Short-Term Rentals for 2026

Q: What are some of the best vacation home rentals in Woodland?

3-Bedroom w/Attached Garage : Visitors like this Woodland vacation home rental. It has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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In two weeks

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Our top choices for Woodland vacation rentals

1. Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️

Baileyville

"This house is a lovely little getaway spot. It is right on the lake, with beautiful views, tons of comfy couches a chairs, and a really nice fire pit and outdoor lights, Even in the middle of summer, it was very quiet on the lake, and that made for a very peaceful, restful getaway. The host is very pet friendly, and let us bring two dogs with us, which was really nice! They also had a kayak and paddle that we were able to use to take out on the lake. The only downside was that the beds were...

Jacquelyn D.

CA $551 total

includes taxes & fees

Sep 8 - Sep 9

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

Pembroke

Mark

CA $449 total

includes taxes & fees

Sep 7 - Sep 8

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

Edmunds Township

Elisabeth P.

CA $224 total

includes taxes & fees

Oct 1 - Oct 2

4. Rustic, two-story, clapboard cottage, field view, Pet-friendly, Downeast Maine

Edmunds Twp

Tammy L.

CA $216 total

includes taxes & fees

Sep 7 - Sep 8

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

Edmunds Twp

Peter

CA $241 total

includes taxes & fees

Sep 16 - Sep 17

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

Edmunds Twp

"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...

Dianna

CA $224 total

includes taxes & fees

Oct 1 - Oct 2

7. Bear Mountain Lodge - Maine - Guest Lodge

robbinston

Joanna M.

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Top Woodland Hotel Reviews

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

10/10 Excellent

"Words cannot describe how amazing this camp is in such a pristine environment was hard to leave after spending a week"

Lake front paradise with gorgeous views of Big Lake

10/10 Excellent

"Ken was an amazing host. Our stay exceeded our expectations. This is the most beautiful, tranquil property. Our 11 year old had a blast fishing, playing tennis, and making smores. It was easy to bring our pup too. We were so sad to leave. Will be dreaming about this place for months."

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

10/10 Excellent

"The Cabin is a great little spot to relax and enjoy. We really enjoyed cooking on the black stone, the screened in porch and it was very quiet and peaceful. The owners are very nice people too!"

Pet Friendly Waterfront home- Kayaks, Game Room, Playset, toddler area & office

10/10 Excellent

"Everything was 5*s. The upgraded game room was unbelievable. Arcade machines, inside 2 basketball hoop tossing, corn hole, croquet, air hockey, billiard table, more books,etc. All outside sitting areas arranged comfortably. Outdoor lighting to identify areas. Kayaks, pfds, paddles, available, with instructions and cautions. Pet- friendly as many doors were available to close off areas. I suppose doors could be used for just about anything, children, privacy, meditation Outdoor , play swing, slid, ropes, thing (I dont know the name All our nieces and nephews from 2 thru 11 had a great time there and around the open grass area.) Kitchen was equipped like a Micheline multistar, and food preparation area that was HUGE. Everything one would need for a week vacation was there, except your clothes. Our second visit for family reunion. Fire pit was there. I just can't say enough about how awesome it was. thanks from Sam and family. A memorable time."

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

8/10 Good

"We loved being so close the the water, only steps away. The use of the canone and kayaks were a great way to explore. The cabin was big enough for our family with plenty of room on the screened porch. There are a few holes in the screen, allowing mosquitoes to come in. We saw loons, dear and a bald eagle which was exciting. My only concern was the cameras outside and the ring door camera. We felt like our coming and going were being monitored by the owners."

Beautiful Lakehouse and/or private island on West Grand near Grand Lake Stream.

10/10 Excellent

"Just a short drive from home for us, but our out of state family thoroughly enjoyed the property. The dock for boats is great, unable to back a boat trailer in so had to use the dam landing... not a big deal. all the rooms were comfy and just had a great week"

Find out more about Woodland

Everything you need to know about Woodland vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Woodland vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Woodland vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Woodland vacation rentals we have selected for you start as low as CA $216 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 vacation 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 vacation.

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 vacation rentals in Woodland?

Yes, we give you a choice of vacation rentals near popular points of interest in Woodland, or you can select a more secluded option if you'd like a relaxing place to stay.

What are some of the best vacation home rentals in Woodland?

3-Bedroom w/Attached Garage: Visitors like this Woodland vacation home rental. It 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 larger area.

What’s a vacation rental in Woodland like?

Vacation rentals are private properties you can book for short or long periods in Woodland. Vacation rentals feature extras such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and busy concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for a family trip.

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Check prices for these dates

Our top choices for Woodland vacation rentals

1. Escape to Bear Cove: Your Cozy Lakeside Getaway on Meddybemps Lake! 🌲🏞️

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

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

4. Rustic, two-story, clapboard cottage, field view, Pet-friendly, Downeast Maine

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

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

7. Bear Mountain Lodge - Maine - Guest Lodge

Find vacation rentals that suit your style

Top Woodland Hotel Reviews

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

Redclyffe Shore Motor Inn

Lake front paradise with gorgeous views of Big Lake

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

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

Private island with cabin in Grand Lake Stream. Mainhouse can also be included.

Pet Friendly Waterfront home- Kayaks, Game Room, Playset, toddler area & office

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

Beautiful Lakehouse and/or private island on West Grand near Grand Lake Stream.

Find out more about Woodland

Frequently asked questions

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