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The Surfside Road bike path is well traveled with bikers, walkers, and roller bladers. You stop along the way at a sandwich shop or outdoor cafe. Housing ranges from the older summer cottages to newer homes off the main roads.

12 Vacation Properties in Surfside
Sleeps

Surfside vacation rentals that sleep 26

Surfside Nantucket
ID 6939
15 BR
17 baths
Sleeps 26
The Big House
The Big House
Distance to beach: 1 1/2 miles to South Shore beaches via bike path
2 reviews read reviews
Summer:
$7,000 - $9,500/wk
Off Season:
$5,000 - $7,000/wk

Surfside vacation rentals that sleep 12

Nantucket
ID 26421
6 BR
3 baths
Sleeps 12
Nantucket Home for Large Group or Family
Nantucket Home for Large Group or Family
Distance to beach: 1.1 mile to Surfside Beach
8 reviews read reviews
Summer:
$5,300 - $7,000/wk
$58/mo
Off Season:
$750 - $925/night
$3,800 - $5,000/wk
Surfside
ID 18535
4 BR
3 ½ baths
Sleeps 12
Surfside Beach Cottage
Surfside Beach Cottage
Distance to beach: 4 min. walk & 6 min. to Lifeguard/Bus to Town
4 reviews read reviews
Summer:
$7,500 - $9,750/wk
Off Season:
$5,000 - $7,500/wk

Surfside vacation rentals that sleep 10

Nantucket, Nobadeer beach
ID 18054
4 BR
2 baths
Sleeps 10
Nobadeer Beach House
Nobadeer Beach House
Distance to beach: 150 yards from Nobadeer Beach access
1 review read review
Summer:
$6,600 - $6,900/wk
Off Season:
$200 - $500/night
$4,000 - $6,600/wk

Surfside vacation rentals that sleep 9

Surfside
ID 13650
4 BR
2 baths
Sleeps 9
''Bright & Airy'' -Charming 4 Bedroom Vacation Home
''Bright & Airy'' -Charming 4 Bedroom Vacation Home
Distance to beach: just over 1/2 mile to Surfside
Summer:
$2,300 - $2,680/wk
Off Season:
$1,300 - $2,100/wk

Surfside vacation rentals that sleep 8

Mid-island
ID 22425
Summer:
$4,250 - $5,000/wk
$19,500 - $195,000/mo
Off Season:
$3,500 - $5,000/wk
$3,000 - $165,000/mo
Surfside
ID 30762
4 BR
3 ½ baths
Sleeps 8
Quiet Skyline Home - Bike paths leading to Surfside Beaches
Quiet Skyline Home - Bike paths leading to Surfside Beaches
Distance to beach: 1 mile to Surside and Nobadeer Beaches
Summer:
$6,500 - $6,800/wk
Off Season:
$6,000/wk

Surfside vacation rentals that sleep 6

Surfside
ID 29226
3 BR
2 baths
Sleeps 6
Charming Renovated Cottage near Surfside beaches
Charming Renovated Cottage near Surfside beaches
Distance to beach: 1/2 mile through the dunes to Surfside Beach
5 reviews read reviews
Summer:
$3,600 - $6,000/wk
Off Season:
$3,000 - $4,200/wk
Surfside
ID 27521
3 BR
3 baths
Sleeps 6
Si Bheag Si Mhor
Si Bheag Si Mhor
Distance to beach: 1/4 mile to Surfside Beach
1 review read review
Off Season:
$2,000 - $2,200/wk
Surfside Nantucket
ID 5200
2 BR
2 baths
Sleeps 6
Ocean Views Cottage at Nobadeer Beach
Ocean Views Cottage at Nobadeer Beach
Distance to beach: 300 yards, 1 minute walk
3 reviews read reviews
Summer:
$2,200 - $3,000/wk
Off Season:
$1,200 - $3,000/wk

Surfside vacation rentals that sleep 5

Nantucket
ID 13744
3 BR
2 baths
Sleeps 5
Hear the Surf
Hear the Surf
Distance to beach: 1/2 mile to beach - 5-7 min walk Steps/Fisherman
3 reviews read reviews
Off Season:
$1,000 - $1,800/wk
Surfside
ID 26963
3 BR
2 baths
Sleeps 5
Hydrangea Cottage: Charming Nantucket Beach House
Hydrangea Cottage: Charming Nantucket Beach House
Distance to beach: 2/10s mile beach between Fisherman's & Surfside
Summer:
$2,800 - $4,200/wk
Off Season:
$325 - $425/night
$2,100 - $2,975/wk