Search 105,200+ Vacation Rentals

Boothbay 2-bedroom Cottages, Vacation Rentals & More - 21 Rentals Available.

Payment Protection
To book this vacation rental you need to pay through the Vacation Home Rentals website. We can’t protect your payment if you don’t pay through us. Learn more

21 Vacation rentals

Filters applied: 2+ Bedrooms

(2)

1 / 25

Boothbay Cottage

  • 2
  • 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
“This is a great rental. The house is well set up for great views and convenience. It has amenities that you never even knew you needed on vacation. The area is quite, close to shopping, touring and restaurants. We had a great stay and Mary Ellen...”
- Review left on 07/04/2016

$165

Excellent (2 reviews)

Inquire

from $165 / night

(12)

1 / 34

Boothbay Cottage

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
“We started driving north from Pennsylvania on Thursday, February 16th and saw the beginning of snow flurries in Connecticut; then snow-covered trees through Massachusetts, New Hampshire and Maine. Mary Ellen, Seanook cottage's owner, assured us the...”
- Review left on 03/01/2017

$190

Excellent (12 reviews)

Inquire

from $190 / night

1 / 27

Boothbay House

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

from $310 / night

(2)

1 / 15

East Boothbay House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning
  • Pet friendly

$351

Excellent (2 reviews)

Inquire

from $351 / night

(1)

1 / 15

East Boothbay House

  • 2
  • 6
  • Min stay varies
  • Ask about children

$490

Excellent (1 reviews)

Inquire

from $490 / night

(1)

1 / 14

East Boothbay House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$423

Excellent (1 reviews)

Inquire

from $423 / night

(2)

1 / 21

Boothbay House

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly

$358

Very Good (2 reviews)

Inquire

from $358 / night

1 / 33

East Boothbay House

  • 4
  • 7
  • Min stay varies
  • Ask about children
  • Pet friendly

from $287 / night

(4)

1 / 21

Boothbay House

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly

$405

Very Good (4 reviews)

Inquire

from $405 / night

1 / 23

Boothbay House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $387 / night

1 / 16

Boothbay House

  • 5
  • 10
  • Min stay varies
  • Ask about children

from $287 / night

1 / 21

East Boothbay House

  • 3
  • 8
  • Min stay varies
  • Ask about children

from $246 / night

1 / 13

East Boothbay House

  • 4
  • 12
  • 4 nights min
  • Ask about children

from $432 / night

1 / 14

East Boothbay House

  • 4
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $405 / night

(3)

1 / 27

Boothbay House

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$316

Excellent (3 reviews)

Inquire

from $316 / night

1 / 19

Boothbay House

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

from $208 / night

1 / 30

East Boothbay House

  • 4
  • 7
  • Min stay varies
  • Ask about children
  • Pet friendly

from $347 / night

1 / 29

Boothbay House

  • 3
  • 8
  • Min stay varies
  • Ask about children
  • Pet friendly

from $556 / night

(1)

1 / 35

East Boothbay House

  • 8
  • 16
  • Min stay varies
  • Ask about children
  • Pet friendly

$1052

Excellent (1 reviews)

Inquire

from $1052 / night

1 / 13

East Boothbay House

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Air conditioning

from $393 / night

(1)

1 / 12

Boothbay House

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$308

Excellent (1 reviews)

Inquire

from $308 / night

Your search has been expanded 16 miles to include more rentals

(2)

1 / 26

Boothbay Harbor House - 1.9 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children

$356

Excellent (2 reviews)

Inquire

from $356 / night

1 / 19

Boothbay Harbor House - 2 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

from $243 / night

(1)

1 / 10

Southport House - 2.6 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children

$211

Excellent (1 reviews)

Inquire

from $211 / night

1 / 9

Boothbay Harbor House - 2.8 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children

from $183 / night

1 / 26

Boothbay Harbor House - 2.9 miles away

  • 7
  • 12
  • Min stay varies
  • Ask about children
  • Pet friendly

from $747 / night

(1)

1 / 26

Boothbay Harbor House - 2.9 miles away

  • 4
  • 7
  • Min stay varies
  • Ask about children
  • Pet friendly

$358

Very Good (1 reviews)

Inquire

from $358 / night

1 / 18

Boothbay Harbor House - 3 miles away

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly

from $909 / night

1 / 24

Southport House - 3.2 miles away

  • 5
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly

from $411 / night

(1)

1 / 28

Wiscasset House - 4.5 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children

$450

Excellent (1 reviews)

Inquire

from $450 / night

1 / 28

Boothbay Harbor House - 4.7 miles away

  • 4
  • 8
  • Min stay varies
  • Ask about children
  • Pet friendly

from $225 / night

(2)

1 / 25

Wiscasset House - 4.7 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

$341

Excellent (2 reviews)

Inquire

from $341 / night

1 / 11

Edgecomb House - 4.8 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

from $198 / night

1 / 18

Georgetown House - 4.9 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

from $254 / night

1 / 9

Southport House - 5 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

Inquire for Rates

Inquire

Pricing unknown

1 / 25

Georgetown House - 5.1 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children

from $269 / night

(1)

1 / 21

Wiscasset Cottage - 5.2 miles away

  • 3
  • 6
  • 4 nights min
  • Child friendly

$200

Excellent (1 reviews)

Inquire

from $200 / night

1 / 17

Southport House - 5.3 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $465 / night

1 / 15

Southport House - 5.3 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

from $387 / night

(6)

1 / 21

Wiscasset Cottage - 5.6 miles away

  • 4
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Private garden
“If you want a quiet, relaxing week this is the place for you. Expertly made quilts by the owner on the beds and displayed in the home. Be aware there are no TV's but there are many games to play, books to read and there is Wi-Fi for those who can't...”
- Review left on 08/23/2015

$160

Excellent (6 reviews)

Book

from $160 / night

1 / 19

Newagen House - 5.7 miles away

  • 3
  • 4
  • Min stay varies
  • Ask about children

from $465 / night

1 / 26

Southport House - 5.7 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $318 / night

1 / 24

Newagen House - 6.1 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $315 / night

(34)

1 / 33

Edgecomb House - 7 miles away

  • 3
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
“We had a fantastic stay at this property-Even during a wind storm that knocked out power! There was plenty of firewood on hand and candles for the unexpected turn of events. The privacy this home offers was fantastic and a short drive into town when...”
- Review left on 12/13/2016

$172

Excellent (34 reviews)

Inquire

from $172 / night

(2)

1 / 24

New Harbor Guest house - 7.2 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
“If you love rocky ocean shores, the sounds of waves crashing, Adirondack chairs, privacy, immaculately clean surroundings in EVERY way, perfect amenities, comfy furniture and beds, great TV, WiFi, and more than I can mention....you will love Suite...”
- Review left on 11/03/2016

$213

Excellent (2 reviews)

Inquire

from $213 / night

(7)

1 / 22

Georgetown House - 7.7 miles away

  • 5
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
“This gorgeous retreat would be comfortable for two or ten people. The open concept home, allows for plenty of activity for ten. We had 8 adults and two toddlers, (four generations) all staying comfortably together. There was ample amount...”
- Review left on 07/14/2015

$214

Excellent (7 reviews)

Inquire

from $214 / night

(2)

1 / 31

Wiscasset House - 8.9 miles away

  • 4
  • 10
  • Min stay varies
  • Ask about children
  • Pet friendly

$416

Excellent (2 reviews)

Inquire

from $416 / night

1 / 29

Wiscasset House - 8.9 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly

from $293 / night

1 / 21

Georgetown House - 9.2 miles away

  • 2
  • 6
  • Min stay varies
  • Ask about children

from $352 / night

1 / 24

Georgetown House - 9.5 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children

from $352 / night

(8)

1 / 16

Round Pond House - 9.6 miles away

  • 2
  • 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
“If you are looking for the perfect spot and cottage to spend some relaxing days, please , please rent this cottage. The weather was perfect for us to ride our motorcycle. This cottage was supplied with absolutely everything. The sitting area in...”
- Review left on 09/25/2016

$68

Excellent (8 reviews)

Inquire

from $68 / night

(4)

1 / 17

Georgetown House - 10 miles away

  • 2
  • 4
  • Min stay varies
  • Ask about children
  • Pet friendly

$215

Very Good (4 reviews)

Inquire

from $215 / night

(15)

1 / 22

Georgetown Cottage - 10 miles away

  • 3
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
“This was truly a place of beauty and serenity. My husband, 2 children and my mother all shared a peaceful experience that left us all recharged. The cottage itself is very comfortable with everything you can imagine needing already in it. The...”
- Review left on 10/16/2015

$270

Excellent (15 reviews)

Inquire

from $270 / night

(7)

1 / 16

Georgetown Cottage - 10.2 miles away

  • 2
  • 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
“We have celebrated our 20th anniversary during a week in this wonderfull cottage which was built by genuine ocean lovers. Everything is perfect and done on purpose to be confortable for the owner and his guests. We highly recommand it...”
- Review left on 09/21/2016

$279

Very Good (7 reviews)

Inquire

from $279 / night

(1)

1 / 26

Bath House - 12.4 miles away

  • 5
  • 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
“This home looking out on the water has everything Great indoor and outdoor spaces. Near everything. Our family of 5 had plenty of room and used the well supplied lichen and bbq Great area for morning walks and lots of lobster nearby”
- Review left on 09/17/2016

$286

Excellent (1 reviews)

Inquire

from $286 / night

(9)

1 / 16

Phippsburg Cottage - 13.4 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Pet friendly
“My wife and I along with our 36 yr old son stayed recently and had a wonderful time. The cottage was fully equipped, comfortable and meticulously clean. Water views and a very short walk to their waterfront. Another short walk or drive to Anna's...”
- Review left on 08/21/2016

$175

Very Good (9 reviews)

Inquire

from $175 / night

(1)

1 / 25

Phippsburg Cottage - 13.4 miles away

  • 3
  • 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly

$230

Excellent (1 reviews)

Inquire

from $230 / night

(6)

1 / 8

Phippsburg Cottage - 13.5 miles away

  • 4
  • 5
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
“Classic Harbor Cottage was a wonderful vacation. Five adults and two dogs were in the cottage. It is small but worked out fine. The porch over looking the water was perfect. The landlords are very nice people. Linda met us with a wonderful loaf...”
- Review left on 08/03/2015

$160

Excellent (6 reviews)

Inquire

from $160 / night

(8)

1 / 16

Harpswell Cottage - 13.8 miles away

  • 2
  • 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Ask about children
  • Pet friendly
“Originally we were just looking for accommodation within easy reach of Brunswick to enable us to visit relatives, but within a very short time we realised we had found so much more. Set in the pines with the tidal bay where we watched seals, sea...”
- Review left on 09/25/2015

$125

Excellent (8 reviews)

Inquire

from $125 / night

1 / 25

Harpswell House - 15.4 miles away

  • 3
  • 6
  • Min stay varies
  • Ask about children
  • Air conditioning

from $358 / night

1 / 23

Harpswell House - 16 miles away

  • 3
  • 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning

from $229 / night