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Long-Term Vacation Rentals in Eastham

Rental homes are available for an extended stay of a month or more at a time. While some rentals by owner will be available for long-term stays during the summer or year-round, majority are available during the off-season (fall, winter and spring).

Rentals are listed by location, sleeping capacity, and number of bedrooms.

# of Rentals: 15

Eastham
Spacious House & Attached Cottage near Campground Beach w/AC
7BR
3 baths
Sleeps 14

$1400 per month includes utilities. Available mid September thru April 30. Bay and ocean beaches. 2 bedroom cottage fully furnished with full sized co...

Contact: Frank, Property ID: 25784
Big house on kettle pond: kayak, swim, fish.
7BR
3 ½ baths
Sleeps 14

House on pond $3000-4000 mo. in off season.

Contact: Michelle Nicholasen, Property ID: 31536
The Cape Escape; Fenced In Yard/Pet Friendly; Ideal Location
3BR
2 baths
Sleeps 10

2025 Off Season (January - June) $1500/mo ***Looking to rent for the whole month of July and save? Send an email to discuss pricing options***

Contact: MaryCatherine, Property ID: 39633
Newly Renovated Beach House w/ Heated Pool!
5BR
3 baths
Sleeps 8

ONLY DURING OFF-SEASON. Depending on the month you can rent for the month from $3-5k

Contact: Stephanie Roman, Property ID: 37910
Beautiful Renovated Cape Home 5 Min walking from Beach!
5BR
2 ½ baths
Sleeps 8

Will rent long term for October-April. Please email or inquire for availability $4,500/mo

Contact: Greg Kotsaftis, Property ID: 39551
Rooftop Water Views, Close to Bay Beach
4BR
3 ½ baths
Sleeps 8

This property is offered on a monthly basis (with a minimum of 32 days) off-season only for $4000/month. Owners may negotiate rate.

Contact: Kinlin Grover Compass Vacation Rentals, Property ID: 39746
Fall in love w/ a Cozy Cape Cod Cottage-btw 2 ponds! on CCRT
4BR
2 baths
Sleeps 8

Long term rental during off season. 3500/month from December-March. Contact me for specifics and for more details.

Contact: Jennifer Denterlein, Property ID: 39191
Eastham Escape - Walk to Cole Rd Bay Beach
3BR
2 ½ baths
Sleeps 8

Large 3 bed 2.5 bath home. Available for longer term off-season rentals. $2500-$5000 per month depending on specific months, duration, etc. Please inq...

Contact: Matt & Shannon, Property ID: 25573
Cape Cod Bay is the Front Yard! Remodeled! Sunsets!
3BR
2 baths
Sleeps 7

Monthly/long term rentals available Oct-April. Price range starting at 3,200/month and is negotiable. Linens NOT included. Security deposit and refere...

Contact: Kristen McCutcheon, Property ID: 19783
Fun Beach House
3BR
2 baths
Sleeps 6

~$1,600 per month (all utilities except electricity paid by owner.) October through May.

Contact: Nick & Laurie Hauptfeld, Property ID: 26339
Secluded 3 BR 2 BA in Eastham
3BR
2 baths
Sleeps 6

Long-term winter rental available September - May: $1,600 per month + utilities

Contact: Ellen, Property ID: 28761
Designer's cottage AC, SWHeated pool, short walk 3 beaches
2BR
1 bath
Sleeps 5

$2000. a month plus utilities off season from October through May.

Contact: Louise, Property ID: 33790
Adorable Bayside Rental w/ Wraparound Deck
2BR
1 bath
Sleeps 4

September through April. Price range 2800 to 3000. Utilities, wifi included. Washer/dryer on premises. Trash disposal the responsibility of tenant. $1...

Contact: Lisa & Brian Hoag, Property ID: 38403
Fall getaway! Dog friendly, fire-pit, 3/4 mile to beach!
2BR
2 baths
Sleeps 4

Long-term rental available $4,000/mo

Contact: Daniel George, Property ID: 39285
2 bedroom, full kitchen/ bath, central air, quiet location
2BR
1 bath
Sleeps 4

September-April minimum stay is 32 days. Jan-April $1900.00 per month. May: $2500 per month. Mid May-mid June $2,800 per month. For stays longer than ...

Contact: Frank, Property ID: 38328