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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.

14 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 30964
5 BR
4 baths
Sleeps 12
Your Perfect Getaway: Main House Plus Pool & Cabana
Your Perfect Getaway: Main House Plus Pool & Cabana
Distance to beach: 7/10 mi to Nobadeer Beach
1 review read review
Summer:
$20,000/wk
$100,000/mo
Off Season:
$20,000/wk
$60,000 - $100,000/mo
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:
$5,600/wk
Off Season:
$975/night
$5,600/wk
$24,000/mo
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 - $700/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:
$1,600 - $2,100/wk

Surfside vacation rentals that sleep 8

Nantucket
ID 14335
4 BR
3 ½ baths
Sleeps 8
Walk to Beautiful Surfside Beach in Minutes
Walk to Beautiful Surfside Beach in Minutes
Distance to beach: 1/4 mile to Nobadeer/Surfside/Fisherman's Beach
OWNER SPECIAL:
Ferry tix available till 5/15 for wk 8/25-9/1! Stay 2 extra nights through Labor Day for free!
Summer:
$9,500/wk
Off Season:
$9,500/wk
Mid-island
ID 22425
Summer:
$3,500 - $4,750/wk
$19,000/mo
Off Season:
$2,000 - $4,750/wk
$10,000 - $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 - $6,500/wk

Surfside vacation rentals that sleep 6

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
Summer:
$13,500 - $15,500/wk
Off Season:
$6,800 - $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
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
Summer:
$2,800 - $3,700/wk
Off Season:
$1,500 - $2,800/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
$1,500 - $2,800/wk

Surfside vacation rentals that sleep 3

Surfside Nantucket
ID 5988
2 BR
1 bath
Sleeps 3
Oceanfront Vintage Cottage
Oceanfront Vintage Cottage
Distance to beach: directly on the beach
3 reviews read reviews
Summer:
$2,500 - $2,900/wk
Off Season:
$2,500 - $2,900/wk