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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
OWNER SPECIAL:
July 24- 30 and July 31- Aug 6, $5500 each, cleaning ($700) and tax not included.
Summer:
$7,000 - $9,500/wk
Off Season:
$5,000 - $7,000/wk

Surfside vacation rentals that sleep 12

Nantucket
ID 32985
7 BR
4 ½ baths
Sleeps 12
Privacy and Space in 7 Bedroom Home near Surfside Beach
Privacy and Space in 7 Bedroom Home near Surfside Beach
Distance to beach: 1 mi To Surfside and 1/2 mile from point of Breakers beach at end of st
Summer:
$11,000/wk
Off Season:
$11,000/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
ID 31798
Summer:
$4,800 - $5,600/wk
Off Season:
$975/night
$4,800/wk

Surfside vacation rentals that sleep 8

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
Off Season:
$6,500/wk
Nantucket
ID 32848
Summer:
$2,500 - $3,100/wk
Off Season:
$1,800/wk

Surfside vacation rentals that sleep 6

Surfside Nantucket
ID 9468
3 BR
2 baths
Sleeps 6
Waterfront Cottage
Waterfront Cottage
Distance to beach: 2/10 of a mile (1000 feet )
Summer:
$4,468 - $4,580/wk
Off Season:
$3,072 - $4,468/wk
Nantucket
ID 32911
3 BR
2 ½ baths
Sleeps 6
New Construction 3BR Home in Surfside Village
New Construction 3BR Home in Surfside Village
Distance to beach: 1.1 miles to Surfside
Summer:
$7,000/wk
$30,000 - $31,000/mo
Off Season:
$7,000/wk
$28,000 - $30,000/mo
Surfside
ID 21593
3 BR
2 ½ baths
Sleeps 6
Make This Beautiful Home Your Vacation Retreat In 2019!
Make This Beautiful Home Your Vacation Retreat In 2019!
Distance to beach: Miacomet Beach is just a short bike ride away
1 review read review
Off Season:
$10,500/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 to Nobadeer Beach.
4 reviews read reviews
Summer:
$2,200 - $3,000/wk
Off Season:
$1,200 - $2,200/wk

Surfside vacation rentals that sleep 5

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
1 review read review
Summer:
$2,450 - $4,000/wk
Off Season:
$350 - $250/night
$1,500 - $2,450/wk
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:
$1,400 - $1,900/wk