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

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85 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 £143 / night

£996 / week

Book View

Responds fast!
avg. 39 minutes

from £143 / 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 £99 / night

£689 - £1,179 / week

Book View

from £99 / 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 £334 / night

£2,334 / week

Book View

Responds fast!
avg. 39 minutes

from £334 / night

7

Holiday villa rental

Connecticut / Old Saybrook

2 4 1 night min

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

from £711 / night

£4,973 / week

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from £711 / 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 £324 / night

£2,268 - £3,424 / week

Book View

from £324 / night

Great rentals within 20 miles that match your search

Distance approx 10.91 miles from Old Saybrook

15

East Marion holiday home rental

North Fork / East Marion

3 6 14 nights min

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

from £417 / night

£2,918 / week

Book View

from £417 / night

Distance approx 13.23 miles from Old Saybrook

(1) Very Good 

24

Home rental in Greenport

North Fork / Greenport

3 8 3 nights min

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

from £232 / night

£1,619 / week

Book View

Responds fast!
avg. 9 minutes

from £232 / night

Distance approx 12.82 miles from Old Saybrook

(1) Excellent 

17

Holiday home in Greenport

North Fork / Greenport

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Air conditioning
  • Private garden

from £356 / night

£2,668 - £4,446 / week

Book View

Responds fast!
avg. 1 hour 16 minutes

from £356 / night

Distance approx 7.31 miles from Old Saybrook

41

Holiday home in Clinton

Connecticut / Clinton

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £442 / night

£3,093 / week

Book View

Responds fast!
avg. 1 hour 44 minutes

from £442 / night

Distance approx 4.21 miles from Old Saybrook

9

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 £311 / night

£2,173 / week

Book View

from £311 / night

Distance approx 3.98 miles from Old Saybrook

24

Cottage rental in Old Lyme

Connecticut / Old Lyme

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Child friendly
  • Air conditioning

from £134 / night

£934 / week

Book View

Responds fast!
avg. 9 minutes

from £134 / night

Distance approx 12.75 miles from Old Saybrook

24

Holiday home in Waterford

Connecticut / Waterford

2 6 min stay varies

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

from £156 / night

£1,090 / week

Book View

Responds fast!
avg. 9 minutes

from £156 / 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 £443 / night

£3,100 / week

Book View

from £443 / night

Distance approx 16.2 miles from Old Saybrook

(16) Excellent 

21

Holiday cottage in Uncasville

Mystic Country / Uncasville

1 3 min stay varies

  • 1 bedroom
  • sleeps 3
  • min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Private garden

from £156 / night

£578 - £1,112 / week

Book View

Responds fast!
avg. 1 hour 5 minutes

from £156 / night

Distance approx 11.88 miles from Old Saybrook

(5) 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 £355 / night

£2,037 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £355 / night

Distance approx 7.64 miles from Old Saybrook

24

Holiday home in Clinton

Connecticut / Clinton

3 8 min stay varies

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

from £156 / night

£1,090 / week

Book View

Responds fast!
avg. 9 minutes

from £156 / night

Distance approx 11.45 miles from Old Saybrook

(6) Excellent 

14

Home rental in East Marion

North Fork / East Marion

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £222 / night

£1,334 - £2,579 / week

Book View

from £222 / night

Distance approx 18.63 miles from Old Saybrook

32

Holiday home in Guilford

Connecticut / Guilford

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £223 / night

£2,179 - £2,490 / week

Book View

from £223 / night

Distance approx 15.26 miles from Old Saybrook

(2) Excellent 

30

Shelter Island holiday home rental

Hamptons / Shelter Island

4 8 14 nights min

  • 4 bedrooms
  • sleeps 8
  • 14 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £263 / night

£1,152 - £4,446 / week

Book View

from £263 / night

Distance approx 14.5 miles from Old Saybrook

(1) Excellent 

28

Holiday home in New London

Connecticut / New London

2 12 3 nights min

  • 2 bedrooms
  • sleeps 12
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £212 / night

£1,536 - £2,284 / week

Book View

Responds fast!
avg. 2 hours 14 minutes

from £212 / night

Distance approx 15.6 miles from Old Saybrook

(2) Excellent 

17

Holiday home letting

North Fork / Southold

3 6 14 nights min

  • 3 bedrooms
  • sleeps 6
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly

from £332 / night

£2,214 / week

Book View

from £332 / 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 £413 / night

£2,890 / week

Book View

from £413 / night

Distance approx 16.18 miles from Old Saybrook

34

Holiday home with golf nearby in Southold

North Fork / Southold

2 4 5 nights min

  • 2 bedrooms
  • sleeps 4
  • 5 nights min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning

from £311 / night

£1,778 / week

Book View

from £311 / night

Distance approx 12.93 miles from Old Saybrook

8

Greenport holiday farmhouse accommodation

North Fork / Greenport

2 4 7 nights min

  • 2 bedrooms
  • sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £355 / night

£2,483 / week

Book View

from £355 / night

Distance approx 11.78 miles from Old Saybrook

(3) 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 £356 / night

£2,045 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £356 / 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 £334 / night

£1,245 - £2,401 / week

Book View

Responds fast!
avg. 49 minutes

from £334 / night

Distance approx 14.58 miles from Old Saybrook

18

Home rental in Southold

North Fork / Southold

5 10 14 nights min

  • 5 bedrooms
  • sleeps 10
  • 14 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £445 / night

£3,112 / week

Book View

Responds fast!
avg. 1 hour 49 minutes

from £445 / 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 £156 / night

£978 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £156 / night

Distance approx 17.21 miles from Old Saybrook

19

Shelter Island holiday home rental

Hamptons / Shelter Island

3 8 14 nights min

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

from £824 / night

£5,764 / week

Book View

from £824 / 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 £378 / night

£2,401 - £3,957 / week

Book View

Responds fast!
avg. 1 hour 52 minutes

from £378 / 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 £1,245 / night

£8,714 / week

Book View

Responds fast!
avg. 2 hours 11 minutes

from £1,245 / 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 £312 / night

£2,179 / week

Book View

Responds fast!
avg. 9 minutes

from £312 / 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 £318 / night

£2,223 / week

Book View

from £318 / night

Distance approx 14.93 miles from Old Saybrook

4

Holiday home rental

Connecticut / New London

4 4 7 nights min

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

from £342 / night

£2,391 / week

Book View

from £342 / night

Distance approx 11.84 miles from Old Saybrook

(1) Excellent 

21

Apartment rental in East Marion

North Fork / East Marion

1 2 2 nights min

  • 1 bedroom
  • sleeps 2
  • 2 nights min
  • Air conditioning
  • Private garden

from £289 / night

£2,023 / week

Book View

Responds fast!
avg. 2 hours 41 minutes

from £289 / night

Distance approx 2.44 miles from Old Saybrook

10

Old Lyme holiday home rental

Connecticut / Old Lyme

1 4 1 night min

  • 1 bedroom
  • sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £122 / night

£889 / week

Book View

from £122 / night

Distance approx 11.57 miles from Old Saybrook

24

East Marion holiday home rental

North Fork / East Marion

3 8 7 nights min

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

from £89 / night

£623 / week

Book View

Responds fast!
avg. 9 minutes

from £89 / night

Distance approx 12.93 miles from Old Saybrook

16

Holiday farmhouse in Greenport

North Fork / Greenport

3 8 30 nights min

  • 3 bedrooms
  • sleeps 8
  • 30 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £460 / night

£3,216 / week

Book View

from £460 / 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 £576 / night

£3,542 / week

Book View

Responds fast!
avg. 2 hours 1 minutes

from £576 / 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 £334 / night

£2,334 / week

Book View

from £334 / night

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