Chamberlain Vacation Rentals from $185: Search Short-Term Rentals

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Our top choices for Chamberlain vacation rentals

A patio with a round glass table and two chairs, overlooking a grassy area with trees.

1. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Boothbay

Joseph B.

$205 nightly

Oct 5 - Oct 6

Total with taxes and fees

A wooden deck with a glass door leading to a room.

2. Tiny Cottage Near Everything 10

Edgecomb

Elaine

$204 nightly

Sep 29 - Sep 30

Total with taxes and fees

A modern kitchen with a central island, bar stools, and a dining area with a view of trees.

3. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

East Boothbay

Elaine G.

$472 nightly

Sep 29 - Sep 30

Total with taxes and fees

A fenced garden area with a wooden gate, surrounded by greenery and trees.

4. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

Boothbay

Audreyana P.

$185 nightly

Sep 29 - Sep 30

Total with taxes and fees

A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

5. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

$218 nightly

Sep 29 - Sep 30

Total with taxes and fees

6. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

Boothbay

Cassie M.

$181 nightly

Sep 29 - Sep 30

Total with taxes and fees

A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

7. A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

Julie D.

$263 nightly

Sep 29 - Sep 30

Total with taxes and fees

A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

8. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

$220 nightly

Sep 30 - Oct 1

Total with taxes and fees

A bedroom with a bed, a bedside table, and a window with curtains.

9. Peaceful Intown Studio ~ Walk to Shops & Dining

Newcastle

Brian

$165 nightly

Sep 29 - Sep 30

Total with taxes and fees

A wooden staircase leading to a stone entrance of a building surrounded by trees.

10. Fully Renovated "Saltbox" Home in Boothbay

Boothbay

$501 nightly

Oct 1 - Oct 2

Total with taxes and fees

A wooden deck with a view of a lake and trees.

11. 1920s Riverfront Cottage – Historic Maine Charm

Edgecomb

Sam D.

$367 nightly

Oct 27 - Oct 28

Total with taxes and fees

A beach with people relaxing under umbrellas, a wooden fence in the foreground, and a forested area in the background.

12. Pemaquid Escape | Curated Comfort + Hot Tub

Walpole

Tera P.

$645 nightly

Sep 30 - Oct 1

Total with taxes and fees

A small cabin with a wooden deck, surrounded by trees in a wooded area.

13. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

$254 nightly

Oct 27 - Oct 28

Total with taxes and fees

14. Renovated The Driftwood Cabin at White Anchor Inn

Boothbay

"Communication with Property Owner was excellent. This cute little cottage has been renovated and has a nice feel indoors. There is a beautiful porch on the back with a lovely view. The unit includes a mini fridge and mini microwave along with a little table and two chairs. If you have long hair, water pressure could be a concern. My shower worked great but the sink water pressure was not strong. The bed was comfortable and the decor was nice. The air conditioning works fine."

Abra H.

$230 nightly

Oct 5 - Oct 6

Total with taxes and fees

A garden with hydrangea flowers, a wooden chair, and a "NO PARKING" sign.

15. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

Justin T.

$311 nightly

Oct 19 - Oct 20

Total with taxes and fees

Two Adirondack chairs facing a body of water with a bridge in the background.

16. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Edgecomb

Ann M.

$269 nightly

Oct 12 - Oct 13

Total with taxes and fees

A wooden deck with two blue Adirondack chairs, surrounded by white flowers and trees.

17. Luxury Yurt at Seaside Farm in Friendship

Friendship

$561 nightly

Sep 29 - Sep 30

Total with taxes and fees

A treehouse with a wooden staircase and a small building with a colorful mural.

18. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

Bath

Esther

$170 nightly

Oct 7 - Oct 8

Total with taxes and fees

A narrow hallway with a window on the right, leading to a room with a visible door.

19. Modern style in historic building in downtown Bath

Bath

Kristina M.

$200 nightly

Sep 29 - Sep 30

Total with taxes and fees

20. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Waldoboro

$168 nightly

Oct 2 - Oct 3

Total with taxes and fees

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Top Chamberlain Hotel Reviews

Boothbay Harbor Inn

10/10 Excellent

"Amazing view! Right by the footbridge to go to downtown Boothbay Harbor. Nice room, comfortable bed."

Mid-Town Motel

8/10 Good

"The property is quaint and charming, and the room was pleasant and clean. The location and walkability to town is great. My only disappointment was that there was no coffeemaker in the room (pods were provided, but no idea where to use..?) and no mini-fridge. These have become such standards for motels/hotels, I didn’t even think to ask. But we couldn’t stow the food from our cooler or refreeze our ice packs, and no morning coffee!"

Cod Cove Inn, BW Signature Collection

10/10 Excellent

"Although the decor is older, it was very clean and the room was large. The bed was comfortable. The breakfast included hard boiled eggs, bagels, toast, waffles, biscuits and gravy, fruit, orange and apple juice, coffee and tea. It is located about 5-10 minutes from nice dining and shops. There is a pool, which I believe was heated, but we didn't use it. Check in and out was easy and there was plenty of parking."

Greenleaf Inn

10/10 Excellent

"This gem of an inn is exactly what you want when traveling. They are doing everything right! The accommodations were roomy and comfortable. Really nice common area for meeting other guest and relaxing. Kitchen with plenty of options for breakfast or and afternoon snack. And the view was spectacular! We would absolutely return."

Fishermans Wharf Inn

8/10 Good

"My wife and I first stayed here in the 80's. For a while, we came once a year. We hadn't been for about 12 years, so we decided to go back to Boothbay to see what changed. The town is still beautiful, but it did have a little different feel to it from when we first started going. The hotel is in a great location, in the center of town, overlooking the harbor. It is now owned by The Lafayette Hotel Group. The full service restaurant that they used to have is now more of a bar/lounge, where you order food(limited) at the bar. The people were nice and the food was decent, though. We do miss being able to have breakfast in the morning. If you have never been to Boothbay, we still recommend going, and The Fisherman's Wharf is a great hotel. It is more of a sign of the times that places have to cut costs, in order to survive. I am sure Covid also has a lot to do with the changes."

Find out more about Chamberlain

Everything you need to know about Chamberlain 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 Chamberlain vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Chamberlain vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Chamberlain vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $185 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Chamberlain rentals

At Expedia, we put the best Chamberlain 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 Chamberlain 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 Chamberlain 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 Chamberlain. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Chamberlain?

Yes, you can find vacation rentals close to the most popular points of interest in Chamberlain, or you can go with a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Chamberlain has to offer?

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: You might want to consider this vacation home rental near Chamberlain, which is located on a river and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You can relax into your vacation with a garden and a selection of games.

What’s there to see and do in Chamberlain?

While exploring the area, visit family-friendly sights like Boothbay Railway Village, or get outside and enjoy nature at Rachel Carson Salt Pond Preserve. La Verna Preserve and Pemaquid Beach Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Chamberlain like?

Vacation rentals are private properties you can stay in for short or long periods in Chamberlain. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the excitement and enjoyment of 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 family trips or small group gatherings.

Room 1

Check prices for these dates

Our top choices for Chamberlain vacation rentals

1. Newly Renovated Cozy Cove Cabin at White Anchor Inn

2. Tiny Cottage Near Everything 10

3. Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor

4. Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

5. Spacious 1 Bedroom Cottage Close to Everything 5

6. Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything

7. A Spacious Vacation Cottage in Sheepscot Harbour

8. Cheerful Cottage with Loft 9

9. Peaceful Intown Studio ~ Walk to Shops & Dining

10. Fully Renovated "Saltbox" Home in Boothbay

11. 1920s Riverfront Cottage – Historic Maine Charm

12. Pemaquid Escape | Curated Comfort + Hot Tub

13. Spacious 1 Bedroom Cottage Close to Everything 3

14. Renovated The Driftwood Cabin at White Anchor Inn

15. Boothbay Harbor, 2-Story Cottage, downtown

16. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

17. Luxury Yurt at Seaside Farm in Friendship

18. Perfect stopover, getaway, base to explore the area, or to simply stay in town.

19. Modern style in historic building in downtown Bath

20. Applecroft Cabin No. 3 - Modern off-grid cabin deep in the woods.

Find vacation rentals that suit your style

Top Chamberlain Hotel Reviews

Boothbay Harbor Inn

Tugboat Inn

Five Gables Inn

Linekin Bay Resort

Mid-Town Motel

Cod Cove Inn, BW Signature Collection

Greenleaf Inn

Flagship Inn and Suites

Fishermans Wharf Inn

Find out more about Chamberlain

Explore a world of travel with Expedia

Frequently asked questions

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