Chamberlain Vacation Rentals from CA $246: Short-Term Rentals for 2026

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Our top choices for Chamberlain vacation rentals

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

Boothbay

Cassie M.

CA $271 total

includes taxes & fees

Sep 1 - Sep 2

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

East Boothbay

Judith

CA $811 total

includes taxes & fees

Sep 5 - Sep 6

3. Cheerful Cottage with Loft 9

Edgecomb

Daniel B.

CA $355 total

includes taxes & fees

Aug 25 - Aug 26

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

Boothbay

Audreyana P.

CA $279 total

includes taxes & fees

Sep 1 - Sep 2

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

East Boothbay

Andy H.

CA $841 total

includes taxes & fees

Aug 24 - Aug 25

6. Spacious 1 Bedroom Cottage Close to Everything 5

Edgecomb

Theresa

CA $366 total

includes taxes & fees

Sep 15 - Sep 16

7. Tiny Cottage Near Everything 10

Edgecomb

Elaine

CA $322 total

includes taxes & fees

Sep 7 - Sep 8

8. 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.

CA $327 total

includes taxes & fees

Aug 30 - Aug 31

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Top Chamberlain Hotel Reviews

Smuggler's Cove Inn

8/10 Good

"breakfast was good, staff were excellent"

Flagship Inn and Suites

8/10 Good

"Based on other reviews, I was concerned about the cleanliness of the place. It turned out I had nothing to worry about as our room #263 was fine. I had asked for a room on the 2nd floor away from the traffic and the front desk kindly complied. The only issue was I had wanted a print out of my receipt and I was told that I would have to get it from Hotels.com which was annoying (they eventually gave it to me). Breakfast was in another building and the food was alright (typical breakfast fare along with hot eggs and sausage). The hotel is right off the main road and within walking distance to Sarah’s Ice Cream stand and a plaza. The free trolley into town is right next store. Overall, the hotel fit my needs."

Hawks House Inn

10/10 Excellent

"Spotlessly clean, beautiful gardens, comfortable and quiet room! Steve was great to arrange for a virtual check in when I told him we would arrive after the normal check in hours. Sharing a bathroom proved an opportunity to develop patience- just don’t be in a hurry to get ready and leave and it won’t be an issue."

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, 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 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 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 Chamberlain 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 Chamberlain vacation rentals we have selected for you start as low as CA $246 per night. Entering your travel dates in the search wizard 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.

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?

Captain's 2BR Suite. Best value, near everything, big yard, treehouse. No fees. : You might want to consider this vacation home rental near Chamberlain, which offers a patio, a garden, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

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.

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Check prices for these dates

Our top choices for Chamberlain vacation 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. Cheerful Cottage with Loft 9

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

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

6. Spacious 1 Bedroom Cottage Close to Everything 5

7. Tiny Cottage Near Everything 10

8. Renovated The Driftwood Cabin at White Anchor Inn

9. Newly Renovated Cozy Cove Cabin at White Anchor Inn

10. Spacious 1 Bedroom Cottage Close to Everything 3

11. A Spacious Vacation Cottage in Sheepscot Harbour

12. Peaceful Intown Studio ~ Walk to Shops & Dining

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

14. Boothbay Harbor, 2-Story Cottage, downtown

15. Happy Cottage Near Everything 11

16. 1920s Riverfront Cottage – Historic Maine Charm

17. Luxury Yurt at Seaside Farm in Friendship

18. Captain's Guest Room. Authenticity. Great Value. Walk to everything.

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

20. Modern style in historic building in downtown Bath

Find vacation rentals that suit your style

Top Chamberlain Hotel Reviews

Smuggler's Cove Inn

Cod Cove Inn, BW Signature Collection

Bluebird Ocean Point Inn

Boothbay Harbor Inn

Ocean Gate Inn

Fishermans Wharf Inn

Flagship Inn and Suites

Hawks House Inn

Topside Inn

Find out more about Chamberlain

Frequently asked questions

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