
Vacation rentals near Castine Historical Society
We found 965 vacation rentals — enter your dates for availability
Choose the right vacation rental within easy reach of Castine Historical Society. Vacation homes offer the amenities you expect for your stay with friends, family, or just your pet, such as parking and a washer and dryer. At the end of the day, you're sure to find a rental to meet everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - Castine Historical Society
Showing deals for:Nov 14 - Nov 21
Image gallery for Country Charm: Cozy getaway in delightful Searsport

9.89.8 out of 10 rating
Exceptional
(7 reviews)
Country Charm: Cozy getaway in delightful Searsport
Searsport, ME
25% off
Price is CA $152
CA $152
CA $1,345 total
CA $1,345 total
includes taxes & fees
Image gallery for Charming Cottage in Quaint Coastal Bayside, Maine with Waterview

1010 out of 10 rating
Exceptional
(14 reviews)
Charming Cottage in Quaint Coastal Bayside, Maine with Waterview
Lincolnville, ME
19% off
Price is CA $340
CA $340
CA $3,087 total
CA $3,087 total
includes taxes & fees
Image gallery for Rustic Maine Cottages with glorious water view, path to our shoreline

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Rustic Maine Cottages with glorious water view, path to our shoreline
Castine, ME
6% off
Price is CA $323
CA $323
CA $2,697 total
CA $2,697 total
includes taxes & fees
Image gallery for Cozy Cottage

9.29.2 out of 10 rating
Wonderful
(17 reviews)
Cozy Cottage
Surry, ME
10% off
Price is CA $134
CA $134
CA $1,253 total
CA $1,253 total
includes taxes & fees
Image gallery for Cozy 2BR with Rustic Decor Near Downtown

1010 out of 10 rating
Exceptional
(21 reviews)
Cozy 2BR with Rustic Decor Near Downtown
Belfast, ME
10% off
Price is CA $254
CA $254
CA $2,256 total
CA $2,256 total
includes taxes & fees
Image gallery for LINDA'S LOOKOUT - FENCED YARD

1010 out of 10 rating
Exceptional
(11 reviews)
LINDA'S LOOKOUT - FENCED YARD
Sedgwick, ME
5% off
Price is CA $457
CA $457
CA $4,435 total
CA $4,435 total
includes taxes & fees
Image gallery for 1790 Historic home on the Narramissic River in Orland Village

9.89.8 out of 10 rating
Exceptional
(9 reviews)
1790 Historic home on the Narramissic River in Orland Village
Orland, ME
10% off
Price is CA $1,237
CA $1,237
CA $12,317 total
CA $12,317 total
includes taxes & fees
Image gallery for Waterfront Home - Mid Coast Maine near Camden and Belfast

1010 out of 10 rating
Exceptional
(18 reviews)
Waterfront Home - Mid Coast Maine near Camden and Belfast
Morrill, ME
10% off
Price is CA $1,153
CA $1,153
CA $10,226 total
CA $10,226 total
includes taxes & fees
Image gallery for Charming Home Walk Downtown/Waterfront

9.89.8 out of 10 rating
Exceptional
(11 reviews)
Charming Home Walk Downtown/Waterfront
Belfast, ME
10% off
Price is CA $383
CA $383
CA $3,245 total
CA $3,245 total
includes taxes & fees
Image gallery for Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...

1010 out of 10 rating
Exceptional
(18 reviews)
Secluded And Rustic Island Cabin On The Bold And Rocky Penobscot Bay Coast...
Islesboro, ME
10% off
Price is CA $279
CA $279
CA $2,489 total
CA $2,489 total
includes taxes & fees
Image gallery for Ocean Frontage at the Mouth of The Ducktrap River

9.09.0 out of 10 rating
Wonderful
(11 reviews)
Ocean Frontage at the Mouth of The Ducktrap River
Lincolnville, ME
20% off
Price is CA $325
CA $325
CA $2,935 total
CA $2,935 total
includes taxes & fees
Image gallery for Bayside Shore Cottage-New!

9.89.8 out of 10 rating
Exceptional
(13 reviews)
Bayside Shore Cottage-New!
Trenton, ME
10% off
Price is CA $566
CA $566
CA $5,360 total
CA $5,360 total
includes taxes & fees
Image gallery for Unique, Charming Cottage on Penobscot Bay - Gorgeous Views!

1010 out of 10 rating
Exceptional
(8 reviews)
Unique, Charming Cottage on Penobscot Bay - Gorgeous Views!
Lincolnville, ME
10% off
Price is CA $650
CA $650
CA $5,754 total
CA $5,754 total
includes taxes & fees
Image gallery for The Best of Maine: Waterfront home/private beach on Penobscot!

1010 out of 10 rating
Exceptional
(9 reviews)
The Best of Maine: Waterfront home/private beach on Penobscot!
Stockton Springs, ME
10% off
Price is CA $433
CA $433
CA $3,887 total
CA $3,887 total
includes taxes & fees
Image gallery for Sun, salt and sand @ Heart Rock House! Private beach/8 min drive to Belfast!

1010 out of 10 rating
Exceptional
(25 reviews)
Sun, salt and sand @ Heart Rock House! Private beach/8 min drive to Belfast!
Searsport, ME
10% off
Price is CA $417
CA $417
CA $3,842 total
CA $3,842 total
includes taxes & fees
Image gallery for Historic charming pet and family friendly 3-bedroom farmhouse in Camden.

9.69.6 out of 10 rating
Exceptional
(10 reviews)
Historic charming pet and family friendly 3-bedroom farmhouse in Camden.
Camden, ME
10% off
Price is CA $227
CA $227
CA $1,983 total
CA $1,983 total
includes taxes & fees
Image gallery for Charming Coastal Maine Cottage Overlooking Penobscot Bay!

1010 out of 10 rating
Exceptional
(13 reviews)
Charming Coastal Maine Cottage Overlooking Penobscot Bay!
Stockton Springs, ME
10% off
Price is CA $371
CA $371
CA $3,298 total
CA $3,298 total
includes taxes & fees
Image gallery for Simply perfect home for Maine adventure; equally close to the harbor & the lake

1010 out of 10 rating
Exceptional
(6 reviews)
Simply perfect home for Maine adventure; equally close to the harbor & the lake
Camden, ME
10% off
Price is CA $473
CA $473
CA $4,205 total
CA $4,205 total
includes taxes & fees
Image gallery for Spacious Cottage in Castine

1010 out of 10 rating
Exceptional
(12 reviews)
Spacious Cottage in Castine
Castine, ME
5% off
Price is CA $572
CA $572
CA $5,074 total
CA $5,074 total
includes taxes & fees
Image gallery for Country Mama's Modern Artsy Cottage

1010 out of 10 rating
Exceptional
(6 reviews)
Country Mama's Modern Artsy Cottage
Sedgwick, ME
15% off
Price is CA $411
CA $411
CA $3,728 total
CA $3,728 total
includes taxes & fees
Image gallery for Peaceful Island Home

1010 out of 10 rating
Exceptional
(9 reviews)
Peaceful Island Home
North Haven, ME
10% off
Price is CA $371
CA $371
CA $3,421 total
CA $3,421 total
includes taxes & fees
Image gallery for Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park

9.69.6 out of 10 rating
Exceptional
(33 reviews)
Coastal Maine Cottage 45 Minutes To Bar Harbor And Acadia National Park
Surry, ME
10% off
Price is CA $135
CA $135
CA $1,259 total
CA $1,259 total
includes taxes & fees
Image gallery for Peaceful location perfect for couples or small family

9.89.8 out of 10 rating
Exceptional
(88 reviews)
Peaceful location perfect for couples or small family
Brooksville, ME
17% off
Price is CA $256
CA $256
CA $2,136 total
CA $2,136 total
includes taxes & fees
Image gallery for Tides' Reach - Private Waterfront King Beds

9.89.8 out of 10 rating
Exceptional
(19 reviews)
Tides' Reach - Private Waterfront King Beds
Orland, ME
20% off
Price is CA $216
CA $216
CA $2,184 total
CA $2,184 total
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Castine Historical Society
Lake Front on Beech Hill Pond, 2 Kayaks, Canoe, Paddle Board Provided
Sleeps 6 · 3 bedrooms · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
64 reviews(64 reviews)
Boating, fishing, and swimming on Green Lake! Your own private beach near Acadia
Sleeps 4 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
76 reviews(76 reviews)
Stone Park
Sleeps 4 · 1 bedroom
9.09.0 out of 10
Wonderfulwonderful
107 reviews(107 reviews)
Charming Lake front Cottage w/dock close to Acadia National Park & Bar Harbor
Sleeps 6 · 2 bedrooms
9.29.2 out of 10
Wonderfulwonderful
47 reviews(47 reviews)
Cottage with a Vista
Sleeps 4 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
92 reviews(92 reviews)
Cozy Cabin on Blue Hill Farm
Sleeps 3 · 2 bedrooms
9.89.8 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Top rated rentals - Castine Historical Society
Gordon review
1010 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
As excellent as advertized
Robert G.
Stayed Jul 2025
Relaxing stay!
1010 out of 10
Exceptionalexceptional
120 reviews(120 reviews)
Well equipped, beautiful location
Hilda D.
Stayed Oct 2023
Amazing Cottage
1010 out of 10
Exceptionalexceptional
112 reviews(112 reviews)
It does not take long after meeting Carol and Steve and walking through the cottage to understand why there are so many 5 star reviews for this cottage.
It seems to us that they have stocked and furnished the cottage as if they were intending to live there themselves.
The views are amazing and are even better than the pictures suggest.
Carol and Steve were very helpful and kind.
We thoroughly enjoyed our stay.
Kevin A.
Stayed Jul 2023
A special place
1010 out of 10
Exceptionalexceptional
24 reviews(24 reviews)
Had an excellent stay on the cove at Barbara’s place. Check in was easy breezy, Barbara was easy to communicate with and extremely welcoming. It was evident right away how much love has gone into the cottage and how much effort she puts in to make for an excellent stay. We were greeted with a nice welcome note and fresh flowers on the table. It’s bright, beautifully decorated and warm. Kitchen is well stocked, lots of towels and blankets and a great little set of games. All in all, can’t imagine staying anywhere else. It’s a very special place.
Spencer C.
Stayed Jun 2023
Great Place!
1010 out of 10
Exceptionalexceptional
180 reviews(180 reviews)
Cozy, comfortable, awesome location with everything we could possibly need. Amazing, kind, generous, friendly owners. Highly reccomend.....
Dawn M.
Stayed Sep 2022
Fantastic Stay and Fantastic Hosts!
1010 out of 10
Exceptionalexceptional
68 reviews(68 reviews)
Wow! Everything was great! David and Paula are amazing hosts, very kind, knowledgeable and super helpful if needed . We were very comfortable, plenty of room for the four of us, super clean, and beautiful gardens to enjoy! If I could I would have given 10 stars! Thank you for a fantastic stay, we look forward to returning in the future. Sharon, Rob, Gail and Andy
Sharon S.
Stayed Jul 2022
Peaceful retreat
1010 out of 10
Exceptionalexceptional
55 reviews(55 reviews)
We had such a lovely, peaceful stay at this oceanview cottage in the sweet town of Belfast. Quiet, clean, well- stocked. We had great views of the ocean, sailboats, some distant 4th of July fireworks. Loved the beach access and screened porch. Everything we needed was at our fingertips. Better stocked than most rentals we've stayed in. Close to amenities and sites of interest. Belfast had cute shops and great food. Enjoyed Young's Lobster Pound. Shout out to their amazing staff! Excellently cooked seafood. Though we should have taken Pamela's advice and brought a couple sides, drinks and wine. ;) midway between Camden and Bar Harbour. Just perfect!
We had a beautiful time in this cute little cottage.
Kimberly S.
Stayed Jul 2022
Peaceful, easy feelin’
1010 out of 10
Exceptionalexceptional
48 reviews(48 reviews)
Loved the true old style feeling of the home. Had thoughtful upgrades to make it more comfortable including a comfortable bed, pillows and linens and extra blankets for the foggy mornings curled up with a coffee. Very well appointed, welcoming. Severalcomfortable lounging spots to read; especially liked the cozy 2 person chaise on the screen porch and the hammock. The views and the beach were marvelous. Just so you know- Not completely private; right of way to beach -next to house in classic colony style of old ME summer homes.
Owners and neighbors are lovely too!
Leah M.
Stayed Jun 2020
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value