Title: Holiday Rentals Pleasant Point from £72: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

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## Check prices for these dates

In two weeks

[27 Feb - 1 Mar](https://www.expedia.co.uk/Hotel-Search?regionId=553248635905812763&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[10 Apr - 12 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=553248635905812763&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[8 May - 10 May](https://www.expedia.co.uk/Hotel-Search?regionId=553248635905812763&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[5 Jun - 7 Jun](https://www.expedia.co.uk/Hotel-Search?regionId=553248635905812763&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Pleasant Point holiday rentals

![Interior](https://images.trvl-media.com/lodging/90000000/89430000/89420800/89420791/w904h683x60y0-f337f923.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89430000/89420800/89420791/w903h683x60y0-fda6c8be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89430000/89420800/89420791/w905h683x60y0-2642eebf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/90000000/89430000/89420800/89420791/w907h683x60y0-47a4bb8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bedroom Close to Town Home

[](https://www.expedia.co.uk/Thomaston-Hotels-2-Bedroom-Close-To-Town-Home.h89420791.Hotel-Information)

Thomaston

9.0/10

Wonderful

(46 reviews)

"We loved our stay here! Check-in was easy and the host was responsive!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica H.

£181

includes taxes & fees

21 Feb - 22 Feb

[](https://www.expedia.co.uk/Thomaston-Hotels-2-Bedroom-Close-To-Town-Home.h89420791.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/96000000/95450000/95445100/95445009/2e12e11e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/96000000/95450000/95445100/95445009/8f885c43.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Panoramic Suite, 1 King Bed with Sofa bed, Balcony, Harbour View | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95450000/95445100/95445009/f84c947d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool](https://images.trvl-media.com/lodging/96000000/95450000/95445100/95445009/52b665a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trade Winds on the Bay

[](https://www.expedia.co.uk/Rockland-Hotels-Trade-Winds-On-The-Bay.h95445009.Hotel-Information)

Rockland

8.6/10

Excellent

(341 reviews)

"Very nice place "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

£72

includes taxes & fees

14 Mar - 15 Mar

[](https://www.expedia.co.uk/Rockland-Hotels-Trade-Winds-On-The-Bay.h95445009.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/97000000/96700000/96696500/96696435/w903h683x60y0-77be3fd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96700000/96696500/96696435/w906h683x59y0-0b16edbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96700000/96696500/96696435/w506h683x259y0-707e34b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96700000/96696500/96696435/w507h683x258y0-5593dd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful, Centrally Located Home with Seasonal River Views

[](https://www.expedia.co.uk/Thomaston-Hotels-The-RiverView.h96696435.Hotel-Information)

Thomaston

9.4/10

Exceptional

(29 reviews)

"The house was clean and well stocked. It is is located in a cute little town."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Candace L.

£202

includes taxes & fees

19 Feb - 20 Feb

[](https://www.expedia.co.uk/Thomaston-Hotels-The-RiverView.h96696435.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/119000000/118210000/118204400/118204396/938b4f7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/119000000/118210000/118204400/118204396/9ef0fd10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118210000/118204400/118204396/47568e4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/119000000/118210000/118204400/118204396/ecbf224a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.co.uk/Boothbay-Hotels-Cozy-Renovated-Cabin-In-Central-Boothbay-Peaceful.h118204396.Hotel-Information)

Boothbay

7.8/10

Good

(7 reviews)

"This was perfect for our one night stay to visit the botanical gardens, it was only minutes away. Also very close to quite a few dinner and shopping options. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nichole W.

£148

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Boothbay-Hotels-Cozy-Renovated-Cabin-In-Central-Boothbay-Peaceful.h118204396.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/123000000/122590000/122586400/122586361/cfa18c66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122590000/122586400/122586361/5a5195ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122586400/122586361/w2731h1721x0y1-a82460ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/123000000/122590000/122586400/122586361/3c9c64ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Romantic Coastal Escape near Harbor

[](https://www.expedia.co.uk/Rockport-Hotels-Romantic-Coastal-Escape-Near-Harbor.h122586361.Hotel-Information)

Rockport

£160

includes taxes & fees

24 Feb - 25 Feb

[](https://www.expedia.co.uk/Rockport-Hotels-Romantic-Coastal-Escape-Near-Harbor.h122586361.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/29776283.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/93a0b9c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/1a2019ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/91000000/90270000/90264700/90264685/a7299887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laughton House @ Pemaquid Beach

[](https://www.expedia.co.uk/New-Harbor-Hotels-Laughton-House-Pemaquid-Beach.h90264685.Hotel-Information)

Pemaquid Beach

10/10

Exceptional

(8 reviews)

"This house is in a great location. We could walk to the beach, or to Fort Henry to let my grandsons run around. The house is lovely and had everything we needed. We have come to this area of Maine since 2017, and this had been our favorite place to stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dawn W.

£458

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/New-Harbor-Hotels-Laughton-House-Pemaquid-Beach.h90264685.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/45000000/44980000/44972100/44972039/4a7dcdde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/45000000/44980000/44972100/44972039/34f1eeb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/45000000/44980000/44972100/44972039/2c09d6fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/45000000/44980000/44972100/44972039/93d8964d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Comfortable, Close to Town Home, with Oceanview.

[](https://www.expedia.co.uk/Owls-Head-Hotels-Comfortable.h44972039.Hotel-Information)

Owls Head

9.6/10

Exceptional

(86 reviews)

"Convenient location; host responsive; good towel supply. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Connie K.

£244

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Owls-Head-Hotels-Comfortable.h44972039.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/6d9c5823.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/f49a31d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/7a52224f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/122000000/121860000/121853200/121853117/9ab13d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peaceful Intown Studio \~ Walk to Shops & Dining

[](https://www.expedia.co.uk/Newcastle-Hotels-Peaceful-Intown-Studio-Walk-To-Shops-Dining.h121853117.Hotel-Information)

Newcastle

7.0/10

Good

(2 reviews)

"The rental was exceptionally clean and neat. All appliances were like new. Parking was great. The bathroom could’ve used a plug in heater. We could easily hear people walking around on space above us. Nice views "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason R.

£135

includes taxes & fees

17 Feb - 18 Feb

[](https://www.expedia.co.uk/Newcastle-Hotels-Peaceful-Intown-Studio-Walk-To-Shops-Dining.h121853117.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78580000/78571300/78571271/dc6cc778.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78580000/78571300/78571271/216fd53e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78580000/78571300/78571271/3b72288d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78580000/78571300/78571271/e389e077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.co.uk/East-Boothbay-Hotels-Shipbuilders-Retreat-Sleeps-6.h78571271.Hotel-Information)

East Boothbay

10/10

Exceptional

(46 reviews)

"Excellent, clean property. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Andy H.

£345

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/East-Boothbay-Hotels-Shipbuilders-Retreat-Sleeps-6.h78571271.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122510000/122507900/122507840/d4674819.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/123000000/122510000/122507900/122507840/54a09d88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122510000/122507900/122507840/w3978h3000x0y0-d0dbda1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122510000/122507900/122507840/81a123c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bright 2-Bedroom Apartment Near Downtown Thomaston

[](https://www.expedia.co.uk/Thomaston-Hotels-Terrific-2-Bedroom-House-In-Thomaston.h122507840.Hotel-Information)

Thomaston

10/10

Exceptional

(3 reviews)

"Very comfortable and convenient location. Super comfortable beds and living room furniture. Host was very quick to clean up the snow that fell overnight!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

tom w.

£177

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Thomaston-Hotels-Terrific-2-Bedroom-House-In-Thomaston.h122507840.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92340000/92333500/92333487/w3000h1883x0y0-7746dac9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92340000/92333500/92333487/ad79baef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92340000/92333500/92333487/b30dfaea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel cot, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92340000/92333500/92333487/f22ec6af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.co.uk/East-Boothbay-Hotels-Shipbuilders-Retreat.h92333487.Hotel-Information)

East Boothbay

10/10

Exceptional

(22 reviews)

"Beautiful place, had everything we needed!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kathy H.

£397

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/East-Boothbay-Hotels-Shipbuilders-Retreat.h92333487.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/87772848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/6448c4d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/60fb6e31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/90000000/89660000/89655600/89655519/w651h433x0y5-e9133719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hilltop 3BR Getaway w/ Chef BBQ, Fire Pit, Patios & Room to Relax

[](https://www.expedia.co.uk/Waldoboro-Hotels-Hilltop-3BR-Getaway-W-Chef-BBQ.h89655519.Hotel-Information)

Waldoboro

9.6/10

Exceptional

(9 reviews)

"Good visit overall."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gerald S.

£463

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Waldoboro-Hotels-Hilltop-3BR-Getaway-W-Chef-BBQ.h89655519.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106810000/106809600/106809572/f2e89585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/107000000/106810000/106809600/106809572/e8096d2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106810000/106809600/106809572/f2c203c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/107000000/106810000/106809600/106809572/e4608dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly renovated motel garden rooms heart of boothbay affordable great hospitaliy

[](https://www.expedia.co.uk/Boothbay-Hotels-Newly-Renovated-Motel-Garden-Rooms-Heart-Of-Boothbay-Affordable-Great-Hospitaliy.h106809572.Hotel-Information)

Boothbay

6.0/10

(5 reviews)

"It had a very homey feel, was nice to stay at for the night and wasn’t far from town."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Audreyana P.

£326

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Boothbay-Hotels-Newly-Renovated-Motel-Garden-Rooms-Heart-Of-Boothbay-Affordable-Great-Hospitaliy.h106809572.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/cbf78ef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, desk, iron/ironing board, travel cot](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/cef792fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, computer monitors](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/f8be795a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/114000000/113340000/113334300/113334254/129d3081.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pemaquid Escape | Curated Comfort + Hot Tub

[](https://www.expedia.co.uk/Walpole-Hotels-New-Listing-Coastal-Charm-Comfort-In-Pemaquid.h113334254.Hotel-Information)

Walpole

10/10

Exceptional

(2 reviews)

"This was a last minute booking for our family as we had a basketball tournament, there were 8 of us including 3 children. This was the most kid friendly house we have stayed in! It was so well stocked for the entire family. The house was meticulously cleaned and the hosts were very responsive to any questions! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa L.

£487

includes taxes & fees

17 Feb - 18 Feb

[](https://www.expedia.co.uk/Walpole-Hotels-New-Listing-Coastal-Charm-Comfort-In-Pemaquid.h113334254.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117650000/117645800/117645730/2018e45a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117650000/117645800/117645730/9edd5bbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117650000/117645800/117645730/ae838e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/118000000/117650000/117645800/117645730/8d0738f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Newly Renovated Cozy Cove Cabin at White Anchor Inn

[](https://www.expedia.co.uk/Boothbay-Hotels-Newly-Renovated-Cozy-Cove-Cabin-At-White-Anchor-Inn.h117645730.Hotel-Information)

Boothbay

8.4/10

Very good

(6 reviews)

"As advertised, comfy bed cozy cabin. Would stay again "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Joseph B.

£326

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Boothbay-Hotels-Newly-Renovated-Cozy-Cove-Cabin-At-White-Anchor-Inn.h117645730.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117680000/117677000/117676934/c585d217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117680000/117677000/117676934/3e09eead.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117680000/117677000/117676934/caec4ef8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117680000/117677000/117676934/5ac030f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Renovated The Driftwood Cabin at White Anchor Inn

[](https://www.expedia.co.uk/Boothbay-Hotels-Renovated-The-Driftwood-Cabin-At-White-Anchor-Inn.h117676934.Hotel-Information)

Boothbay

8.0/10

Very good

(2 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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Abra H.

£330

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Boothbay-Hotels-Renovated-The-Driftwood-Cabin-At-White-Anchor-Inn.h117676934.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/116000000/115660000/115654600/115654518/023896ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115660000/115654600/115654518/84a93f0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/116000000/115660000/115654600/115654518/3da50d4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115660000/115654600/115654518/042a9c3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Sheepscot Overlook Cottage

[](https://www.expedia.co.uk/Edgecomb-Hotels-Charming-Sheepscot-Overlook-Cottage.h115654518.Hotel-Information)

Edgecomb

10/10

Exceptional

(10 reviews)

"Great location, great view, great house, great time"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carol P.

£855

includes taxes & fees

28 Feb - 1 Mar

[](https://www.expedia.co.uk/Edgecomb-Hotels-Charming-Sheepscot-Overlook-Cottage.h115654518.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/ae0a6cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player, books, music library](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/d18cb0df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/w648h433x0y2-fefe5d5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96110000/96107000/96106993/af7f3a2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 7BR Hilltop Retreat · 2 Kitchens, Decks & Fire

[](https://www.expedia.co.uk/Waldoboro-Hotels-7-Bedrooms.h96106993.Hotel-Information)

Waldoboro

9.6/10

Exceptional

(5 reviews)

"The house and location was perfect, sitting around the fire pit to end the night was perfect "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

william h.

£945

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Waldoboro-Hotels-7-Bedrooms.h96106993.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99310000/99300500/99300493/dabb0fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/100000000/99310000/99300500/99300493/2df8b15e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99310000/99300500/99300493/5c18e617.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99310000/99300500/99300493/30d2c96e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-story apartment steps from the harbor & downtown

[](https://www.expedia.co.uk/Boothbay-Harbor-Hotels-2-Story-Apartment-Steps-From-The-Harbor-Downtown.h99300493.Hotel-Information)

Boothbay Harbor

6.0/10

(1 review)

"The apartment was quite cozy and clean. However, winter in Maine is unpredictable and must prepare for it. Huge liability risk not to have lighted parking area at night, walkways too narrow of snow and not well lit or shoveled."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveller

£559

includes taxes & fees

16 Feb - 17 Feb

[](https://www.expedia.co.uk/Boothbay-Harbor-Hotels-2-Story-Apartment-Steps-From-The-Harbor-Downtown.h99300493.Hotel-Information)

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](https://expedia.co.uk/Hotel-Search?startDate=2026-03-01&endDate=2026-03-02&regionId=553248635905812763&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find holiday rentals that suit your style

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Pleasant+Point%2C+Maine%2C+United+States+of+America&regionId=553248635905812763&latLong=43.968261%2C-69.295739&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APARTMENT)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Pleasant+Point%2C+Maine%2C+United+States+of+America&regionId=553248635905812763&latLong=43.968261%2C-69.295739&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=VACATION_HOME)

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Pleasant+Point%2C+Maine%2C+United+States+of+America&regionId=553248635905812763&latLong=43.968261%2C-69.295739&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=APART_HOTEL)

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Pleasant+Point%2C+Maine%2C+United+States+of+America&regionId=553248635905812763&latLong=43.968261%2C-69.295739&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=COTTAGE)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Pleasant+Point%2C+Maine%2C+United+States+of+America&regionId=553248635905812763&latLong=43.968261%2C-69.295739&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CABIN)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Pleasant+Point%2C+Maine%2C+United+States+of+America&regionId=553248635905812763&latLong=43.968261%2C-69.295739&adults=2&startDate=2026-05-16&d1=2026-05-16&endDate=2026-05-19&d2=2026-05-19&lodging=CONDO)

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## Top Pleasant Point Hotel Reviews

![Harborline Hotel](https://images.trvl-media.com/lodging/12000000/11770000/11764500/11764432/427c5807_y.jpg)

### Harborline Hotel

10/10 Excellent

"Excellent stay!!"

[](https://expedia.co.uk/Rockland-Hotels-Harborline-Hotel.h11764432.Hotel-Information)

![Rockport Harbor Hotel](https://images.trvl-media.com/lodging/103000000/102950000/102944400/102944324/afe55a9f_y.jpg)

### Rockport Harbor Hotel

10/10 Excellent

"The room was beautiful and the atmosphere of the entire hotel was amazing ."

[](https://expedia.co.uk/Rockport-Hotels-Rockport-Harbor-Hotel.h102944324.Hotel-Information)

![The Country Inn at Camden Rockport](https://images.trvl-media.com/lodging/2000000/1570000/1570000/1569993/63281d3f_y.jpg)

### The Country Inn at Camden Rockport

10/10 Excellent

"Clean room, good breakfast, home style, very soft and comfortable bed"

[](https://expedia.co.uk/Camden-Hotels-The-Country-Inn-At-Camden-Rockport.h1569993.Hotel-Information)

![Trade Winds on the Bay](https://images.trvl-media.com/lodging/96000000/95450000/95445100/95445009/6e8014d1_y.jpg)

### Trade Winds on the Bay

10/10 Excellent

"Clean, large room. Friendly staff. Great location@"

[](https://expedia.co.uk/Rockland-Hotels-Trade-Winds-On-The-Bay.h95445009.Hotel-Information)

![Flagship Inn and Suites](https://images.trvl-media.com/lodging/1000000/900000/894100/894021/8ffdcddf_y.jpg)

### Flagship Inn and Suites

10/10 Excellent

"Very convenient"

[](https://expedia.co.uk/Boothbay-Harbor-Hotels-Flagship-Inn-And-Suites.h894021.Hotel-Information)

![Hampton Inn & Suites Rockland](https://images.trvl-media.com/lodging/2000000/1470000/1460400/1460364/58471446_y.jpg)

### Hampton Inn & Suites Rockland

10/10 Excellent

"Can always count on a comfortable stay "

[](https://expedia.co.uk/Camden-Hotels-Hampton-Inn-Suites-Rockland.h1460364.Hotel-Information)

![Rockland Harbor Hotel](https://images.trvl-media.com/lodging/14000000/13280000/13279200/13279193/0e52f770_y.jpg)

### Rockland Harbor Hotel

10/10 Excellent

"Great room, spacious and lovely view."

[](https://expedia.co.uk/Camden-Hotels-Rockland-Harbor-Hotel.h13279193.Hotel-Information)

![Cod Cove Inn, BW Signature Collection](https://images.trvl-media.com/lodging/35000000/34930000/34925200/34925132/d325545c_y.jpg)

### Cod Cove Inn, BW Signature Collection

10/10 Excellent

"The room was ample and inviting. "

[](https://expedia.co.uk/Boothbay-Harbor-Hotels-Cod-Cove-Inn.h34925132.Hotel-Information)

![Tugboat Inn](https://images.trvl-media.com/lodging/12000000/11900000/11898600/11898505/7562e385_y.jpg)

### Tugboat Inn

10/10 Excellent

"The room was comfortable, clean, and the staff were friendly. Thank you Tugboat Inn! "

[](https://expedia.co.uk/Boothbay-Harbor-Hotels-Tugboat-Inn.h11898505.Hotel-Information)

## Find out more about Pleasant Point

**Everything you need to know about** **Pleasant Point** **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 Pleasant Point holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 Pleasant Point holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Pleasant Point holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Pleasant Point. 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 Pleasant Point 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 Pleasant Point holiday rentals we have selected for you start as low as £72 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Pleasant Point rentals**

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

## Explore a world of travel with Expedia

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- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
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- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

## Frequently asked questions

### Can I find holiday rentals in Pleasant Point?

### What are some of the best holiday rentals that Pleasant Point has to offer?

### How many holiday rentals will I find in Pleasant Point?

### What’s there to see and do in Pleasant Point?

### What’s a holiday rental in Pleasant Point like?

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