Cottages in Old Saybrook and Houses – Holiday Lettings - Holiday Rentals Old Saybrook

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91 Holiday homes

29

Ski cottage to rent in Old Saybrook

Connecticut / Old Saybrook

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Ski
  • Child friendly
  • Pet friendly

from £116 / night

£809 / week

Book View

Responds fast!
avg. 15 minutes

from £116 / night

32

Old Saybrook holiday home rental

Connecticut / Old Saybrook

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £331 / night

£1,555 / week

Book View

from £331 / night

(4) Excellent 

8

Holiday cottage in Old Saybrook

Connecticut / Old Saybrook

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Child friendly
  • Air conditioning

from £86 / night

£597 / week

Book View

from £86 / night

31

Ski home to rent in Old Saybrook

Connecticut / Old Saybrook

5 14 min stay varies

  • 5 bedrooms
  • sleeps 14
  • min stay varies
  • Ski
  • Child friendly
  • Air conditioning

from £289 / night

£2,022 / week

Book View

Responds fast!
avg. 15 minutes

from £289 / night

7

Holiday villa rental

Connecticut / Old Saybrook

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly

from £616 / night

£4,312 / week

Book View

from £616 / night

21

Cottage rental in Old Saybrook

Connecticut / Old Saybrook

3 8 7 nights min

  • 3 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning

from £281 / night

£1,964 / week

Book View

from £281 / night

Great rentals within 20 miles that match your search

Distance approx 10.9 miles from Old Saybrook

12

Holiday studio with swimming pool in Madison

Connecticut / Madison

Studio 3 1 night min

  • Studio
  • sleeps 3
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £54 / night

£347 - £1,102 / week

Book View

from £54 / night

Distance approx 15.81 miles from Old Saybrook

(1) Excellent 

19

Holiday home rental

Connecticut / Groton

7 12 7 nights min

  • 7 bedrooms
  • sleeps 12
  • 7 nights min
  • Child friendly
  • Private garden

from £387 / night

£2,708 / week

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from £387 / night

Distance approx 15.49 miles from Old Saybrook

(3) Excellent 

14

Holiday b&b in New London

Connecticut / New London

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Ask owner if suitable for children

from £74 / night

£439 / week

Book View

Responds fast!
avg. 3 hours 38 minutes

from £74 / night

Distance approx 12.82 miles from Old Saybrook

(1) Excellent 

17

Holiday home in Greenport

North Fork / Greenport

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Air conditioning
  • Private garden

from £310 / night

£2,321 / week

Book View

from £310 / night

Distance approx 13.22 miles from Old Saybrook

25

Home rental in Greenport

North Fork / Greenport

3 8 2 nights min

  • 3 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £231 / night

£2,696 / week

Book View

from £231 / night

Distance approx 15.07 miles from Old Saybrook

24

Holiday cottage in Moodus

Connecticut / Moodus

2 6 min stay varies

  • 2 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets

from £93 / night

£647 - £836 / week

Book View

Responds fast!
avg. 13 minutes

from £93 / night

Distance approx 8.82 miles from Old Saybrook

(1) Excellent 

33

Home accommodation in Niantic

Mystic Country / Niantic

4 10 5 nights min

  • 4 bedrooms
  • sleeps 10
  • 5 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £154 / night

£771 / week

Book View

from £154 / night

Distance approx 11.34 miles from Old Saybrook

24

Home accommodation in Orient

North Fork / Orient

5 14 14 nights min

  • 5 bedrooms
  • sleeps 14
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £732 / night

£5,122 / week

Book View

Responds fast!
avg. 2 hours 40 minutes

from £732 / night

Distance approx 13.49 miles from Old Saybrook

(1) Very Good 

15

Holiday home in Greenport

North Fork / Greenport

5 14 2 nights min

  • 5 bedrooms
  • sleeps 14
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £613 / night

£4,286 / week

Book View

from £613 / night

Distance approx 11.88 miles from Old Saybrook

(4) Excellent 

23

East Marion holiday cottage rental

North Fork / East Marion

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £308 / night

£1,772 / week

Book View

from £308 / night

Distance approx 18.31 miles from Old Saybrook

15

Holiday home in Southold

North Fork / Southold

3 6 7 nights min

  • 3 bedrooms
  • sleeps 6
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £358 / night

£2,503 / week

Book View

from £358 / night

Distance approx 14.64 miles from Old Saybrook

24

New London holiday home let

Connecticut / New London

4 9 2 nights min

  • 4 bedrooms
  • sleeps 9
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £308 / night

£2,157 / week

Book View

from £308 / night

Distance approx 12.71 miles from Old Saybrook

13

Holiday farmhouse rental

North Fork / Greenport

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £328 / night

£2,292 / week

Book View

from £328 / night

Distance approx 4.16 miles from Old Saybrook

10

Holiday cottage in Westbrook

Connecticut / Westbrook

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £176 / night

£1,233 / week

Book View

from £176 / night

Distance approx 6.84 miles from Old Saybrook

(2) Very Good 

38

Holiday cottage in Clinton

Connecticut / Clinton

6 10 min stay varies

  • 6 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £290 / night

£1,083 - £2,089 / week

Book View

Responds fast!
avg. 49 minutes

from £290 / night

Distance approx 14.5 miles from Old Saybrook

(1) Excellent 

28

Holiday home in New London

Connecticut / New London

2 12 min stay varies

  • 2 bedrooms
  • sleeps 12
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £176 / night

£1,233 - £1,976 / week

Book View

Responds fast!
avg. 2 hours 27 minutes

from £176 / night

Distance approx 11.78 miles from Old Saybrook

(2) Excellent 

22

Holiday cottage in East Marion

North Fork / East Marion

2 4 1 night min

  • 2 bedrooms
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Private garden

from £311 / night

£1,786 / week

Book View

from £311 / night

Distance approx 19.68 miles from Old Saybrook

15

Holiday home in Sag Harbor

Hamptons / Sag Harbor

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £615 / night

£4,305 / week

Book View

from £615 / night

Distance approx 3.91 miles from Old Saybrook

(4) Excellent 

17

Home rental in Old Lyme

Connecticut / Old Lyme

4 12 7 nights min

  • 4 bedrooms
  • sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £221 / night

£1,541 / week

Book View

from £221 / night

Distance approx 4.74 miles from Old Saybrook

15

Holiday home rental

Connecticut / Lyme

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £232 / night

£1,625 / week

Book View

from £232 / night

Distance approx 19.83 miles from Old Saybrook

(3) Very Good 

38

Holiday villa rental

Connecticut / Middle Haddam

5 10 2 nights min

  • 5 bedrooms
  • sleeps 10
  • 2 nights min
  • Child friendly
  • Air conditioning

from £328 / night

£2,080 - £3,428 / week

Book View

Responds fast!
avg. 1 hour 45 minutes

from £328 / night

Distance approx 11.72 miles from Old Saybrook

(1) Excellent 

21

Holiday home in East Marion

North Fork / East Marion

1 3 2 nights min

  • 1 bedroom
  • sleeps 3
  • 2 nights min
  • Child friendly
  • Air conditioning

from £135 / night

£848 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £135 / night

Distance approx 18.71 miles from Old Saybrook

15

Holiday home in Noyack

Hamptons / Noyack

2 5 2 nights min

  • 2 bedrooms
  • sleeps 5
  • 2 nights min
  • Child friendly

from £523 / night

£3,655 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £523 / night

Distance approx 19.73 miles from Old Saybrook

16

Holiday home in East Hampton

Hamptons / East Hampton

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £1,083 / night

£7,581 / week

Book View

Responds fast!
avg. 1 hour 50 minutes

from £1,083 / night

Distance approx 16.15 miles from Old Saybrook

35

Holiday bungalow in Shelter Island Heights

Shelter Island / Shelter Island Heights

2 6 2 nights min

  • 2 bedrooms
  • sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £462 / night

£3,230 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £462 / night

Distance approx 13.28 miles from Old Saybrook

18

Holiday home in Greenport

North Fork / Greenport

2 4 6 nights min

  • 2 bedrooms
  • sleeps 4
  • 6 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £277 / night

£1,934 / week

Book View

from £277 / night

Distance approx 17.1 miles from Old Saybrook

24

Holiday home in Southold

North Fork / Southold

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Child friendly
  • Air conditioning

from £271 / night

£1,896 / week

Book View

Responds fast!
avg. 30 minutes

from £271 / night

Distance approx 12.71 miles from Old Saybrook

13

Holiday home in Greenport

North Fork / Greenport

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £357 / night

£2,497 / week

Book View

from £357 / night

Distance approx 18.71 miles from Old Saybrook

18

Holiday home in Noyack

Hamptons / Noyack

5 12 2 nights min

  • 5 bedrooms
  • sleeps 12
  • 2 nights min
  • Child friendly

from £1,331 / night

£9,314 / week

Book View

Responds fast!
avg. 2 hours 50 minutes

from £1,331 / night

Distance approx 12.71 miles from Old Saybrook

16

Holiday home in Greenport

North Fork / Greenport

2 4 60 nights min

  • 2 bedrooms
  • sleeps 4
  • 60 nights min
  • Air conditioning
  • Ask about pets
  • Private garden

from £257 / night

£1,797 / week

Book View

from £257 / night

Distance approx 19.27 miles from Old Saybrook

4

Home rental in Cutchogue with swimming pool

North Fork / Cutchogue

4 10 2 nights min

  • 4 bedrooms
  • sleeps 10
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £544 / night

£3,494 - £4,037 / week

Book View

from £544 / night

Distance approx 11.72 miles from Old Saybrook

41

East Marion holiday home rental

North Fork / East Marion

4 8 2 nights min

  • 4 bedrooms
  • sleeps 8
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £501 / night

£3,081 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £501 / night

Distance approx 15.57 miles from Old Saybrook

19

Home rental in Southold

North Fork / Southold

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £289 / night

£2,022 / week

Book View

from £289 / night

Distance approx 13.54 miles from Old Saybrook

22

Greenport holiday home rental

North Fork / Greenport

3 8 min stay varies

  • 3 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £465 / night

£3,249 - £5,415 / week

Book View

from £465 / night

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