Rockland Rentals

Close

Enter dates for more accurate prices

Payment Protection
Your payment for this rental is protected when you pay through FlipKey. Learn more

203 Houses

(14) Excellent 

Certificate of Excellence

14

Sensational 5* Apt. in 1862 Sea Captain's House

Mid Coast Maine / Rockland

Rockland apartment

3 8 1 night min

  • 3 bedrooms
  • sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Child Friendly
“What a fantastic place!” We stayed in Rockland to enjoy the harbour, the seafood, the galleries and places to visit in town and, of course, the walking - out to Rockland Light and great places out of town to visit. We couldn't have chosen a better p
…see more

Certificate of Excellence

Price per night from

$195

Responds fast!
avg. 2 hours 49 minutes

Price per night from

$195

26

3 bedroom condo, central to Camden and Rockland

Mid Coast Maine / Rockland

Rockland house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children

Price per night from

$175

Price per night from

$175

14

Oceanside cottage with private dock - newly updated and private

Mid Coast Maine / Rockland

Rockland house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Ask about children
  • Air conditioning
  • Pet Friendly

Price per night from

$160

Price per night from

$160

15

Waterview cottage with rustic simplicity and charm

Mid Coast Maine / Rockland

Rockland house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$135

Price per night from

$135

(10) Excellent 

16

Luxury 5* Apartment in 1862 Sea Captain's House

Mid Coast Maine / Rockland

Rockland apartment

2 6 1 night min

  • 2 bedrooms
  • sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 8 mi
  • Child Friendly
“Fantastic!” This place is warm, inviting, impeccably clean, well stock, beautifully furnished and centrally located. I can't say enough good things about this beautiful home and wonderful owners
…see more

Price per night from

$185

Responds fast!
avg. 2 hours 49 minutes

Price per night from

$185

29

Sitting on Crescent Beach, a traditional, comfortable summer house.

Mid Coast Maine / Rockland

Rockland house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$460

Price per night from

$460

22

South End Retreat - walk to the water, downtown Rockland

Mid Coast Maine / Rockland

Rockland house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$155

Price per night from

$155

14

Peaceful, tree laden haven - a simple getaway with water views

Mid Coast Maine / Rockland

Rockland house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$155

Price per night from

$155

(2) Very Good 

12

Marshall Point retreat in coveted Port Clyde

Mid Coast Maine / Rockland

Rockland house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$175

Price per night from

$175

(1) Excellent 

24

Spacious lake house with dock and sandy beach

Mid Coast Maine / Rockland

Rockland house

3 10 7 nights min

  • 3 bedrooms
  • sleeps 10
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$425

Price per night from

$425

29

Magnificent bold ocean front house with 270 degrees of stunning views

Mid Coast Maine / Rockland

Rockland house

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$345

Price per night from

$345

(1) Excellent 

9

Downtown "Namastay"

Mid Coast Maine / Rockland

Rockland house

4 10 1 night min

  • 4 bedrooms
  • sleeps 10
  • 1 night min
  • Child Friendly
  • Private garden

Price per night from

$375

Price per night from

$375

5

Montgomery Cottage

Mid Coast Maine / Rockland

Rockland house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$157

Price per night from

$157

(1) Excellent 

11

Oceanside Upscale Living at C'est LaVie -Walk to Attractions Restaurants & Ocean

Mid Coast Maine / Rockland

Rockland apartment

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Child Friendly
  • Air conditioning
  • Private garden

Price per night from

$99

Price per night from

$99

25

Waterview Town House in the Heart of Rockland

Mid Coast Maine / Rockland

Rockland townhouse

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Ask about children
  • Ask about pets

Price per night from

$175

Price per night from

$175

27

Waterfront House with Large Lawn-Swimming, Kayaking, close to Camden/Rockland.

Mid Coast Maine / Rockland

Rockland house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Ask about pets

Price per night from

$415

Price per night from

$415

25

Outstanding waterfront house- screen porch, granite fireplace, gourmet kitchen.

Mid Coast Maine / Rockland

Rockland house

3 9 min stay varies

  • 3 bedrooms
  • sleeps 9
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$235

Price per night from

$235

23

Rockland's Wight House, Steps to Main Street

Mid Coast Maine / Rockland

Rockland house

2 5 5 nights min

  • 2 bedrooms
  • sleeps 5
  • 5 nights min
  • Nearest beach 0.6 mi
  • Child Friendly
  • Air conditioning

Price per night from

$175

Price per night from

$175

23

Charming bungalow with stunning views of Penobscot Bay and walk to downtown.

Mid Coast Maine / Rockland

Rockland house

2 4 min stay varies

  • 2 bedrooms
  • sleeps 4
  • min stay varies
  • Ask about children
  • Ask about pets

Price per night from

$165

Price per night from

$165

(4) Excellent 

25

Plot your next break at Prosehaven (STR R18-60)

Mid Coast Maine / Rockland

Rockland apartment

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 9 mi
  • Air conditioning

Price per night from

$107

Responds fast!
avg. 1 hour 59 minutes

Price per night from

$107

19

"One of the prettiest houses in Rockland"

Mid Coast Maine / Rockland

Rockland house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child Friendly
  • Pet Friendly

Price per night from

$179

Price per night from

$179

(5) Very Good 

12

Maple Street

Mid Coast Maine / Rockland

Rockland apartment

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Ask about pets

Price per night from

$172

Responds fast!
avg. 3 hours 32 minutes

Price per night from

$172

(1)  

32

Private and peaceful, located on 3 private acres at the head of Seavey's Cove.

Mid Coast Maine / Rockland

Rockland house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$215

Price per night from

$215

32

Pure and simple cottage - walk to the village, freshwater access for kayaking or

Mid Coast Maine / Rockland

Rockland house

1 3 3 nights min

  • 1 bedroom
  • sleeps 3
  • 3 nights min
  • Ask about children
  • Ask about pets

Price per night from

$150

Price per night from

$150

15

Authentic 1940's renovated cottage -an absolute waterfront gem.

Mid Coast Maine / Rockland

Rockland house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$315

Price per night from

$315

(2) Average 

33

Classic Maine waterfront cottage on stunning Crescent Beach

Mid Coast Maine / Rockland

Rockland house

1 4 min stay varies

  • 1 bedroom
  • sleeps 4
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$215

Price per night from

$215

35

Perfect Waterfront Home for a Perfect Vacation!

Mid Coast Maine / Rockland

Rockland house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Ask about children
  • Air conditioning

Price per night from

$1,010

Price per night from

$1,010

30

1870's Saltwater Farmhouse - stunningly restored and modernized. Peaceful with h

Mid Coast Maine / Rockland

Rockland house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Pet Friendly

Price per night from

$180

Price per night from

$180

29

Rockland Home w/ Deck 5 Mins to Historic Downtown!

Mid Coast Maine / Rockland

Rockland house

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Ski
  • Child Friendly
  • Pet Friendly

Price per night from

$190

Responds fast!
avg. 55 minutes

Price per night from

$190

33

Classically elegant in town retreat- a stroll to the harbor and downtown.

Mid Coast Maine / Rockland

Rockland house

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Ask about children
  • Pet Friendly

Price per night from

$285

Price per night from

$285

28

Charming lakeside cottage- classic with modern ammenities and touches.

Mid Coast Maine / Rockland

Rockland house

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Ask about pets

Price per night from

$240

Price per night from

$240

(1) Excellent 

50

Sunrise Summit

Mid Coast Maine / Rockland

Rockland house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Child Friendly

Price per night from

$607

Price per night from

$607

33

Maine Windward- Stunning and private property, just outside of downtown Rockland

Mid Coast Maine / Rockland

Rockland house

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Ask about children
  • Ask about pets

Price per night from

$315

Price per night from

$315

(4) Excellent 

21

Rockland "Harborfront" - across from Samoset

Mid Coast Maine / Rockland

Rockland house

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$250

Price per night from

$250

6

Sweet Farmhouse with Ocean Views

Mid Coast Maine / Rockland

Rockland apartment

1 6 30 nights min

  • 1 bedroom
  • sleeps 6
  • 30 nights min

Price per night from

$158

Price per night from

$158

Great rentals within 20 miles that match your search

Distance approx 6.69 km from Rockland Show on Map

11

Orange House Apartment

Mid Coast Maine / Rockport

Rockport house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Child Friendly

Price per night from

$143

Price per night from

$143

Distance approx 19.82 km from Rockland Show on Map

(8) Excellent 

16

Cozy 2-bdrm w/ lg deck overlooking Round Pond cove

Mid Coast Maine / Round Pond

Round Pond house

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly
  • Pet Friendly

Price per night from

$75

Price per night from

$75

Distance approx 16.18 km from Rockland Show on Map

(1) Excellent 

8

lakefront hideaway

Mid Coast Maine / Nobleboro

Nobleboro house

3 7 7 nights min

  • 3 bedrooms
  • sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Child Friendly

Price per night from

$193

Price per night from

$193