Chamberlain Holiday Rentals from AU$222: Search Short-Term Rentals

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Chamberlain holiday rentals

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

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

Boothbay

Cassie M.

includes taxes & fees

8 Sept - 9 Sept

A modern kitchen with a central island, stainless steel appliances, and a window providing natural light.

2. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

East Boothbay

Judith

includes taxes & fees

8 Sept - 9 Sept

A modern kitchen with dark cabinets, a central island with bar stools, and a dining area with a round table and chairs.

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

East Boothbay

Elaine G.

includes taxes & fees

8 Sept - 9 Sept

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.

includes taxes & fees

8 Sept - 9 Sept

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

5. Tiny Cottage Near Everything 10

Edgecomb

Elaine

includes taxes & fees

8 Sept - 9 Sept

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

6. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

includes taxes & fees

8 Sept - 9 Sept

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

7. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

includes taxes & fees

14 Sept - 15 Sept

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

8. Spacious 1 Bedroom Cottage Close to Everything 3

Edgecomb

Bruce O.

includes taxes & fees

9 Sept - 10 Sept

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

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

Edgecomb

Ann M.

includes taxes & fees

1 Oct - 2 Oct

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

10. Peaceful Intown Studio ~ Walk to Shops & Dining

Newcastle

Caycee A.

includes taxes & fees

13 Sept - 14 Sept

11. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Boothbay

Joseph B.

includes taxes & fees

14 Sept - 15 Sept

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

12. A Spacious Vacation Cottage in Sheepscot Harbour

Edgecomb

Julie D.

includes taxes & fees

22 Sept - 23 Sept

13. 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.

includes taxes & fees

14 Sept - 15 Sept

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

14. Boothbay Harbor, 2-Story Cottage, downtown

Boothbay Harbor

Erik P.

includes taxes & fees

2 Oct - 3 Oct

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

15. 1920s Riverfront Cottage – Historic Maine Charm

Edgecomb

Sam D.

includes taxes & fees

8 Sept - 9 Sept

A wooden staircase with a wooden railing, surrounded by green foliage.

16. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

Bath

michael

includes taxes & fees

8 Sept - 9 Sept

A kitchen with wooden ceiling, a bar area with two chairs, a red appliance, and a view of the outdoors.

17. Spacious 1 Bedroom Close to Everything 4

Edgecomb

Christine M.

includes taxes & fees

9 Sept - 10 Sept

A bedroom with a bed, two bedside tables, a desk with a chair, and windows with blinds.

18. Cheerful Cottage Close to Everything 13

Edgecomb

Crystal B.

includes taxes & fees

17 Sept - 18 Sept

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

19. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

Bath

Esther

includes taxes & fees

9 Sept - 10 Sept

A wooden deck with a view of a lake, surrounded by trees and a small brick building.

20. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Edgecomb

Judith t.

includes taxes & fees

8 Sept - 9 Sept

View all properties

Find holiday rentals that suit your style

Apartments

Cabins

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Chamberlain Hotel Reviews

Bluebird Ocean Point Inn

10/10 Excellent

"This is a lovely hotel with a wonderful restaurant. We had a gorgeous view of the ocean from our window in our room and also from the dinner table at the restaurant. The people working there were very attentive and helpful. There were some people having a loud party outside, singing and laughing. We closed the window and had a peaceful night. The only thing that wasn't great was the coffee at the restaurant in the morning!! Not a big deal. Had a great stay! Would definitely stay there again!"

Topside Inn

10/10 Excellent

"This was by far our best Boothbay experience in over 28 years of vacationing there. Admittedly, this was a splurge we had to save up for, but it was worth every penny. Greg (the general manager) was exceptional in his efforts to welcome every guest and make sure they had what they need to have a wonderful stay. Housekeeping staff were ready to respond with smiles and "hellos." The evening bartender was top notch for her pours and for keeping on top of guests' needs. The morning breakfast crew were beyond compare in their agility in staying on top of clearing dishes and refreshing buffet components. ...And the CHEF! Gourmet breakfasts that are picture-worthy and 5-star in quality and taste. The property itself provides amazing views and comfortable furniture throughout, and it's worth mentioning the hospitality room that provides coffee, tea, sodas and light snacks 24-7. This all sounds too good to be true...but it is. We are already strategizing when/how to get back there. The only "catch" worth mentioning is because this wonderful inn is located on a hill overlooking the harbor, there is (obviously) a hill to drive or walk up to get to it. It is literally a five-minute walk to the downtown harbor area, which is perfect for shopping, sea excursions, and dining options. Getting back up takes a little bit of effort, but it is doable. My husband and I are obese and managed the walk up and down several times daily and have no qualms about returning to do that again"

Find out more about Chamberlain

Everything you need to know about Chamberlain 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 Chamberlain 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 Chamberlain holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Chamberlain holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chamberlain 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 Chamberlain holiday rentals we have selected for you start as low as AU$222 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chamberlain rentals

At Expedia, we put the best Chamberlain 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 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 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 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.

Frequently asked questions

Can I find a holiday rental in Chamberlain?

Yes, there are holiday rentals close to the most popular sights in Chamberlain, 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 Chamberlain has to offer?

3-bdrm house in beautiful Boothbay! A perfect location for relaxing getaways!: This holiday home rental outside of Chamberlain offers a balcony, a garden and air conditioning to help you feel perfectly comfortable in your new surroundings.

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 wider area.

What’s a holiday rental in Chamberlain like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chamberlain. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you a great travel experience. 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 choice for a family trip or a small group gathering.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chamberlain holiday rentals

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

2. Shipbuilder's Retreat, Unit 2, Sleeps 6, 5 minutes to Harbor

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

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

5. Tiny Cottage Near Everything 10

6. Cheerful Cottage with Loft 9

7. Spacious 1 Bedroom Cottage Close to Everything 5

8. Spacious 1 Bedroom Cottage Close to Everything 3

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

10. Peaceful Intown Studio ~ Walk to Shops & Dining

11. Newly Renovated Cozy Cove Cabin at White Anchor Inn

12. A Spacious Vacation Cottage in Sheepscot Harbour

13. Renovated The Driftwood Cabin at White Anchor Inn

14. Boothbay Harbor, 2-Story Cottage, downtown

15. 1920s Riverfront Cottage – Historic Maine Charm

16. Captain's 1BR Suite. Authenticity. Value. Walk to everything. Large yard.

17. Spacious 1 Bedroom Close to Everything 4

18. Cheerful Cottage Close to Everything 13

19. Perfect stopover, getaway & great base to explore Maine or simply stay in town.

20. Joyful Maine Escape: A Three-Bedroom Water View Townhouse

Find holiday rentals that suit your style

Top Chamberlain Hotel Reviews

Bluebird Ocean Point Inn

Tugboat Inn

Fishermans Wharf Inn

Smuggler's Cove Inn

Linekin Bay Resort

Topside Inn

Boothbay Harbor Inn

Sheepscot Harbour Village Resort

Cod Cove Inn, BW Signature Collection

Find out more about Chamberlain

Frequently asked questions

Go further with the Expedia app