A coastal town with a pier, waterfront houses, and autumn foliage.

East Boothbay Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for East Boothbay holiday rentals

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

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

Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
East Boothbay
10.0 out of 10, Exceptional, (63 reviews)
"Tucked away in a wooded lot, quick drive to Boothbay Harbor. Side by side units are great for friends or families traveling together."
United States
Carly C.
The price is AU$761
includes taxes & fees
24 Oct - 25 Oct
Shipbuilder’s Retreat sleeps 6, 5 minutes to Harbor
A lakeside deck with four blue Adirondack chairs, a canoe, and a paddleboard.

2. Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law

Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
Boothbay Harbor
10.0 out of 10, Exceptional, (127 reviews)
"This place was the definition of relaxation! The access to West Harbor "Pond" (it's huge -- more like a lake!) was unbeatable! We were able to use the provided kayaks to explore the little islands in the water and to come really close to a pair of loons!"
United States
Melinda M.
The price is AU$473
includes taxes & fees
10 Nov - 11 Nov
Peaceful Lake waterfront! Full Kitchen! Ht&AC! Is Private entry waterside in-law
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

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

Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
Boothbay
7.8 out of 10, Good, (18 reviews)
"Great stay! Pet friendly, super responsive host and excellent location!"
United States
Cassie M.
The price is AU$740
includes taxes & fees
23 Oct - 24 Oct
Cozy Renovated Cabin in Central Boothbay– Peaceful, Private, Close to Everything
A spacious living room with a beige sectional sofa, a round coffee table, and a teal armchair. Large windows with white curtains allow natural light to fill the room.

4. Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home

Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
Pemaquid Beach
10.0 out of 10, Exceptional, (11 reviews)
"Comfortable, clean and beautiful "
United States
Corina
The price is AU$953
includes taxes & fees
15 Nov - 16 Nov
Across the road from Pemaquid Beach: A 4-bedroom 19th-century Maine home
A fenced garden area with a wooden gate, surrounded by greenery and trees.

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

Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
Boothbay
6.0 out of 10, (5 reviews)
"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."
United States
Audreyana P.
The price is AU$815
includes taxes & fees
23 Oct - 24 Oct
Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy
A deck with outdoor furniture, a table, and chairs, overlooking a body of water and buildings.

6. Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Boothbay Harbor
6.0 out of 10, (1 review)
"Ok Beautiful location price was on the high side but very clean and state of the art."
United States
Steve R.
The price is AU$1,037
includes taxes & fees
23 Oct - 24 Oct
Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly
Two Adirondack chairs facing a body of water with a bridge in the background.

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

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is AU$406
includes taxes & fees
28 Oct - 29 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
A wooden deck with a glass door leading to a room.

8. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is AU$303
includes taxes & fees
26 Oct - 27 Oct
Tiny Cottage Near Everything 10
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

9. Newly Renovated Cozy Cove Cabin at White Anchor Inn

Newly Renovated Cozy Cove Cabin at White Anchor Inn
Boothbay
8.4 out of 10, Very good, (10 reviews)
"As advertised, comfy bed cozy cabin. Would stay again "
United States
Joseph B.
The price is AU$831
includes taxes & fees
29 Oct - 30 Oct
Newly Renovated Cozy Cove Cabin at White Anchor Inn
A cozy living room with a sofa, a small table, and a view of a backyard through large windows.

10. Spacious 1 Bedroom Cottage Close to Everything 2

Spacious 1 Bedroom Cottage Close to Everything 2
Edgecomb
9.4 out of 10, Exceptional, (22 reviews)
"We enjoyed our stay. The cottage had everything that we needed. The cottage was clean and well stocked with the essentials for our visit. Thank you for a nice stay."
United States
Terrence F.
The price is AU$340
includes taxes & fees
26 Oct - 27 Oct
Spacious 1 Bedroom Cottage Close to Everything 2
A two-story house with a covered porch, a garage, and a front yard with potted plants.

11. Large suite/private bath/private entrance on quiet street near Thomas Bay

Large suite/private bath/private entrance on quiet street near Thomas Bay
Brunswick
10.0 out of 10, Exceptional, (176 reviews)
"This is a really lovely place to stay. Clean and very comfortable with lovely hosts."
United Kingdom
Lucinda
The price is AU$181
includes taxes & fees
4 Nov - 5 Nov
Large suite/private bath/private entrance on quiet street near Thomas Bay
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

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (71 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is AU$406
includes taxes & fees
26 Oct - 27 Oct
A Spacious Vacation Cottage in Sheepscot Harbour
A patio with a round glass table and two chairs, overlooking a grassy area with trees.

13. Renovated The Driftwood Cabin at White Anchor Inn

Renovated The Driftwood Cabin at White Anchor Inn
Boothbay
6.4 out of 10, (5 reviews)
"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."
United States
Abra H.
The price is AU$368
includes taxes & fees
29 Oct - 30 Oct
Renovated The Driftwood Cabin at White Anchor Inn
A bedroom with a bed, a bedside table, and a window with curtains.

14. Peaceful Intown Studio ~ Walk to Shops & Dining

Peaceful Intown Studio ~ Walk to Shops & Dining
Newcastle
9.0 out of 10, Wonderful, (12 reviews)
"Great location, excellent accommodations, perfect for our weekend adventure."
United States
Brian
The price is AU$259
includes taxes & fees
25 Oct - 26 Oct
Peaceful Intown Studio ~ Walk to Shops & Dining
A wooden deck with a view of a lake and trees.

15. 1920s Riverfront Cottage – Historic Maine Charm

1920s Riverfront Cottage – Historic Maine Charm
Edgecomb
9.6 out of 10, Exceptional, (4 reviews)
"Beautiful spot. Make sure to use the hot tub!"
United States
Sam D.
The price is AU$561
includes taxes & fees
2 Nov - 3 Nov
1920s Riverfront Cottage – Historic Maine Charm
A small cabin with a wooden deck, surrounded by trees in a wooded area.

16. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is AU$368
includes taxes & fees
26 Oct - 27 Oct
Spacious 1 Bedroom Cottage Close to Everything 3
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

17. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is AU$335
includes taxes & fees
2 Nov - 3 Nov
Cheerful Cottage with Loft 9
A silver convertible car parked in front of a red house with a garden.

18. 1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!

1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
Bath
8.2 out of 10, Very good, (21 reviews)
"Cute but aging small space, Near attractions"
United States
michael
The price is AU$273
includes taxes & fees
25 Oct - 26 Oct
1BR Apt. Walk to everything, Large yard. Treehouse. Sun porch. Fall in Maine!
A cabin with a wooden exterior, a glass door, and a sign indicating it is a camp.

19. Tiny A-Frame Romantic Getaway

Tiny A-Frame Romantic Getaway
Wiscasset
9.8 out of 10, Exceptional, (8 reviews)
"Nice tree surrounded property. We also woke up to snow which made the setting magical."
United States
lisa s.
The price is AU$485
includes taxes & fees
16 Nov - 17 Nov
Tiny A-Frame Romantic Getaway
A cabin with a large wooden barrel-shaped structure attached to the main building, featuring a warm interior light.

20. Pond Cabin: Private Sauna+Near Beach+FirePit+Pond

Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
Georgetown
The price is AU$676
includes taxes & fees
25 Oct - 26 Oct
Pond Cabin: Private Sauna+Near Beach+FirePit+Pond
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top East Boothbay Hotel Reviews

Flagship Inn and Suites

Flagship Inn and Suites

10/10 Excellent
"Everyone was so friendly!"
Trevor 3-night trip
Posted 19 hours ago
Flagship Inn and Suites

Find out more about East Boothbay

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

East Boothbay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in East Boothbay. 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 East Boothbay 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 East Boothbay holiday rentals we have selected for you start as low as AU$181 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on East Boothbay rentals

At Expedia, we put the best East Boothbay 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 East Boothbay 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 East Boothbay 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 East Boothbay. 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 holiday rentals in East Boothbay?

Yes, there are holiday rentals close to the most popular sights in East Boothbay, or you can select a more secluded option if you're looking for a relaxing stay. East Boothbay is known for its waterfront and seafood restaurants.

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

Smuggler's Retreat ExploreTrails, Botanic Gardens, Kayak and MORE: This highly rated holiday home rental in East Boothbay is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You can relax into your holiday with a garden and a selection of games. Our travellers also rate Deck w/ Water Views: Quiet East Boothbay Retreat! as a favourite home for rent in East Boothbay.

How many holiday rentals are there in East Boothbay?

With 56 Expedia holiday rentals, you're guaranteed to find just the right place for your East Boothbay stay.

What’s there to see and do in East Boothbay?

Linekin Bay and Grimes Cove Beach are a couple of lovely local spots to get outside and enjoy nature. Cabbage Island and Opera House at Boothbay Harbor are a couple of places you'll find in the wider area.

What’s a holiday rental in East Boothbay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in East Boothbay. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the experience of travel. You'll also find 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.