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Surfside Vacation Rentals

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.

Surfside Beach is a great family destination for picnics, kite flying, beach games, and surfcasting. The surf can be heavy at times. Accommodations include lifeguards, a snack bar, parking, restrooms, and cold showe... more info and map.

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13 Vacation Properties in Surfside

Surfside vacation rentals that sleep 26

Surfside Nantucket
ID 6939
15 BR
17 baths
Sleeps 26
The Big House
Distance to beach: 1 1/2 miles to South Shore beaches via bike path
2 reviews read reviews
Description
This fifteen bedroom house is set on four and a half acres of landscaped yard and pine trees in a quiet Surfside neighborhood. A non-smoking house, it is perfect for reunions, large families, weddings... read more
Key amenities
screened porch, deck/porch/patio, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR
Time active on this website
11 years, 1 month
Property ID 6939 listed by: Jacques Zimicki
Summer:
$8,500 - $9,500/wk
Off Season:
$4,000 - $7,000/wk

Surfside vacation rentals that sleep 14

Nantucket
ID 25576
7 BR
7 ½ baths
Sleeps 14
58 Nobadeer - New 5-Bedroom with Pool & Ocean Views
Distance to beach: Nobadeer Beach across the street
Description
Newly constructed five bedroom home, plus two bedroom cottage, and beautiful pool with extensive patio surround. Decks and porches enjoy sweeping ocean views. A contemporary beach house with all bed... read more
Key amenities
view of salt water, walk to a salt water beach, hot tub, deck/porch/patio, pool, outdoor shower, jacuzzi, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet
Time active on this website
1 month
Property ID 25576 listed by: Carolyn Durand
Summer:
$25,000/wk
Off Season:
$2,500 - $3,000/night
$18,000 - $25,000/wk

Surfside vacation rentals that sleep 12

Surfside
ID 18535
4 BR
3 ½ baths
Sleeps 12
Surfside Beach Cottage
Distance to beach: 4 min. walk & 6 min. to Lifeguard/Bus to Town
4 reviews read reviews
Description
Point O' Breakers is a sanctuary of amazing views and fresh air. A comfortable and practical beach house at the dead-end of Surfside's historic Western Avenue. A short walk to the beach or to the publ... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet, handicap accessibility
Time active on this website
5 years, 4 months
Property ID 18535 listed by: Dorann Farrell
Summer:
$1,250 - $1,300/night
$8,000 - $9,500/wk
Off Season:
$1,000 - $1,500/night
$4,000 - $7,500/wk

Surfside vacation rentals that sleep 10

Nantucket, Nobadeer beach
ID 18054
4 BR
2 baths
Sleeps 10
Nobadeer Beach House
Distance to beach: 150 yards from Nobadeer Beach access
Description
This is a contemporary, casual but comfortable beach house located across the street from Nobadeer Beach (adjacent to Surfside Beach), with beach access just 150 yards from the front door. The second... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet, pet-friendly
Time active on this website
5 years, 8 months
Property ID 18054 listed by: Caley
Summer:
$4,800 - $5,500/wk
Off Season:
$650/night
$1,000 - $5,200/wk

Surfside vacation rentals that sleep 9

Surfside
ID 13650
4 BR
2 baths
Sleeps 9
''Bright & Airy'' -Charming 4 Bedroom Vacation Home
Distance to beach: just over 1/2 mile to Surfside
Description
Great value for a Nantucket vacation! - Located just over mile to Surfside, town, across from bike path, running path, very close to shuttle stop. 4 bedroom 2 bath light & bright house sleeps 9 an... read more
Key amenities
walk to beach, deck/porch/patio, outdoor shower, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet, pet-friendly
Time active on this website
8 years, 3 months
Property ID 13650 listed by: Allura
Summer:
$250 - $350/night
$2,200 - $2,750/wk
Off Season:
$1,300 - $1,600/wk

Surfside vacation rentals that sleep 8

Nantucket
ID 14335
4 BR
3 ½ baths
Sleeps 8
Walk to Beautiful Surfside Beach in Minutes
Distance to beach: 1/4 mile to Nobadeer/Surfside/Fisherman's Beach
Description
''At Last'' is a spacious home located in a private setting, a short walk from the Surfside beaches. Completely renovated in '05, this beautifully decorated upside down beach house features a soaring ... read more
Key amenities
walk to a salt water beach, deck/porch/patio, outdoor shower, central A/C, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, fireplace, wireless or wired internet
Time active on this website
7 years, 8 months
Property ID 14335 listed by: Pat Rossin
Summer:
$8,500 - $9,500/night
$8,500/wk
Off Season:
$750 - $900/night
$8,500/wk
Surfside Nantucket
ID 7216
3 BR
2 baths
Sleeps 8
Surfside Getaway
Distance to beach: Just over a mile to beautiful Surfside Beach
3 reviews read reviews
Description
Renovated Spring 2012. House is located on Surfside Road. Surfside beach is a little over a mile and town is about 3/4 of a mile. On bike path and close to bus route. 3 bedrooms, two upstairs (king... read more
Key amenities
deck/porch/patio, A/C unit(s), washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet
Time active on this website
5 years, 11 months
Property ID 7216 listed by: Samantha
Summer:
$2,800 - $3,100/wk
Off Season:
$200 - $500/night
$2,300 - $2,800/wk

Surfside vacation rentals that sleep 7

Surfside Nantucket
ID 9468
3 BR
2 baths
Sleeps 7
Waterfront Cottage
Distance to beach: 2/10 of a mile (1000 feet )
Description
This cottage is a favorite with families. It is located on the Island's most popular surf beach at Surfside. A boardwalk off our large deck brings you to the beach adjacent to the public beach and lif... read more
Key amenities
on a salt water beach, deck/porch/patio, outdoor shower, jacuzzi, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR
Time active on this website
6 years, 2 months
Property ID 9468 listed by: Diane Kerr
Summer:
$3,200 - $3,700/wk

Surfside vacation rentals that sleep 6

Surfside Nantucket
ID 3873
3 BR
1 bath
Sleeps 6
Dunemoor Cottage
Distance to beach: Walk on boardwalk to private beach 600 feet
2 reviews read reviews
Description
Offering panoramic views of moorlands, dunes, and the ocean east, south, and west, this quaint, bright, and airy cottage has three bedrooms and one bath, and comfortably sleeps a maximum of six. It ha... read more
Key amenities
on a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, cable TV, DVD or VCR, wireless or wired internet, pet-friendly
Time active on this website
13 years, 6 months
Property ID 3873 listed by: Susan
Summer:
$4,200/wk
Off Season:
$600 - $700/night
$3,000 - $3,500/wk
Surfside Nantucket
ID 5200
2 BR
2 baths
Sleeps 6
Ocean Views Cottage at Nobadeer Beach
Distance to beach: 300 yards, 1 minute walk
2 reviews read reviews
Description
This cottage is a perfect getaway for all seasons. It is ideal for honeymooners or couples with one or two children. The hammock in the garden invites you to relax. A short, private walk brings you... read more
Key amenities
view of salt water, walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet
Time active on this website
12 years, 4 months
Property ID 5200 listed by: Mark and Barbara White
Summer:
$2,500/wk
Off Season:
$1,000 - $1,500/wk

Surfside vacation rentals that sleep 5

Nantucket
ID 13744
3 BR
2 baths
Sleeps 5
Hear the Surf
Distance to beach: 1/2 mile to beach - 5-7 min walk Steps/Fisherman
2 reviews read reviews
Description
Hear the surf from this very private adorable 2 story cottage which is a short walk to Surfside Beach. First floor: kitchen open to dining and living room with gas wood stove, full bathroom with stack... read more
Key amenities
walk to a salt water beach, deck/porch/patio, outdoor shower, washer&dryer, dishwasher, linens included, cable TV, DVD or VCR, wireless or wired internet
Time active on this website
8 years, 3 months
Property ID 13744 listed by: Karen
Off Season:
$900 - $1,600/wk

Surfside vacation rentals that sleep 4

Surfside Nantucket
ID 5988
2 BR
1 bath
Sleeps 4
Oceanfront Vintage Cottage
Distance to beach: directly on the beach
3 reviews read reviews
Description
Waterfront vintage guest cottage directly on the ocean. Perfect for a relaxing, romantic getaway. Enjoy the sunsets, surf, and stars. Listen to the sound of the waves as you fall asleep. The cot... read more
Key amenities
on a salt water beach, outdoor shower, linens included
Time active on this website
4 years, 6 months
Property ID 5988 listed by: Joy or Emily
Summer:
$2,200 - $2,500/wk
$9,000 - $10,000/mo
Off Season:
$250 - $300/night
$1,800 - $2,500/wk
$9,000 - $10,000/mo
Nantucket
ID 16737
1 BR
1 bath
Sleeps 4
Carriage House
Distance to beach: 1.5 mile Surfside Beach
2 reviews read reviews
Description
Nantucket carriage House located on the bike path. Walking distance to the beach and town. - Full kitchen with refrigerator stove and microwave. - Bathroom with shower and full size washer and drye... read more
Key amenities
deck/porch/patio, outdoor shower, washer&dryer, linens included, cable TV, DVD or VCR, wireless or wired internet
Time active on this website
5 years, 2 months
Property ID 16737 listed by: Samantha
Summer:
$1,800 - $2,000/wk
Off Season:
$200 - $450/night
$1,200 - $1,800/wk