Off Season Vacation Rentals

Are you interested in experiencing Cape Cod during the off season?  Check out these vacation rental homes with availability after Labor Day and before the start of the main summer rental season in June. Please give the office a call at 508.694.6875 to inquire about up-to-date availability.

Vacation Rental -- Cutie cottage 600 feet to Haigis Beach

64a Ocean Drive Dennis MA 02639
For Rent

Listing Number X83560780

  • Exclusive Vacation Rentals
  • Village Dennis Port
  • Bathroom 1
  • Maximum Occupants 4
  • Bedrooms 2

This 2 bedroom cottage with central A/C is so close to the beach your only complaint will be that the fresh salt breeze is too beautiful! This home has occupancy for 4 with a queen in the first bedroom and two twins in the second as well as a luxurious outdoor shower, WiFi, smart TV, gas grill and an efficient galley kitchen. Leave your troubles at home, and come to the Cape! This home offers discounts for multiweek stays with $100 off per extra week.  Do you have a larger group and need a little more space? Try the cottage right next door and book both together! Off season Rates: $125/night with a minimum 4 night stay. 14.45% state and local taxes apply Dennis Rental Registration: RENT-006540-2024 For up to date pricing and availability click here

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- 3 bedroom 500 feet to Haigis Beach

66 Ocean Drive Dennis MA 02639
For Rent

Listing Number X38248647

  • Exclusive Vacation Rentals
  • Village Dennis Port
  • Bathroom 1
  • Maximum Occupants 6
  • Bedrooms 3

This classic 3 bedroom cottage will charm your socks off with its wood paneling and inviting warmth. Sleeping for 6 with a queen bed, full bed and two twins this home also features WiFi, smart TV, generous back yard, enclosed outdoor shower, deck, Weber gas grill and window A/C in the living room. And with Haigis Beach just 5 houses down the road you'll never be too far for a quick dip to cool off. Dennis Port features many opportunities for excellent cuisine, fun outdoor activities, numerous beaches each with their own charm and so much more! Leave your trouble at home and come to the Cape! This home is fully heated and available for winter vacation rentals as well! Off season Rates $150/night with a minimum 3 night stay. 14.45% state and local taxes apply Dennis Rental Registration: RENT-006539-2024 For up to date pricing and availability click here

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Walk 800 feet to Haigis Beach in Dennis

49 Ocean Drive Dennis MA 02639
For Rent

Listing Number X21306544

  • Exclusive Vacation Rentals
  • Village Dennis Port
  • Bathroom 1
  • Maximum Occupants 4
  • Bedrooms 2

This cottage is sure to make your Cape Cod vacation a delight. With a brand new bathroom and numerous updates to the flooring, beds and furniture, this cutie won't disappoint. The light and bright interior makes time spent inside a pleasure - watch the smart TV and relax in the ductless A/C on the love seat. There are 2 bedrooms with a queen in one and a bunked double and twin in the second. Need a little more space? The loveseat also pulls out into a twin. But spend some time outside why don't you. Grill that freshly caught fish with either the charcoal grill or the gas grill. Enjoy the outdoor shower, get some sun on the deck or in the yard with a provided lawn game and take your morning coffee on the serene back patio.    And who can visit the Cape without enjoying the best beaches in Dennis? Haigis Beach is just 800 feet away, Glendon Road Beach less than half a mile, purchase your own daily or weekly Dennis Beach sticker have access to park at any of the other Town beaches. We provide beach chairs and a cooler to make your beach outing a breeze. Fall in love with your new favorite Cape Cod vacation rental.  For up to date pricing and availability click here Amenities:  Interior: A/C ductless split, Microwave, Coffeemaker, Smart TV, Cable TV, DVD, WiFi Exterior: Deck, outdoor shower, stone patio, Charcoal & Gas BBQ grill, outdoor furniture, beach chairs, lawn games, cooler Smoke free Dogs considered, $200/wk additional Off season availability Dennis Rental Registration: RENT-006100-2024  

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Dog friendly with access to Bass River

83 Bay Ridge Drive South Dennis MA 02660
For Rent

Listing Number 83bayridge

  • Exclusive Vacation Rentals
  • Village South Dennis
  • Bathroom 2
  • Maximum Occupants 7
  • Bedrooms 3

  Welcome to Dennis! Sit back and relax in this 3 bedroom, 2 bath, dog friendly home with private access to Bass River just 1,500 feet away and 0.5 mile to Flax Pond Conservation Area with one of the few dog friendly beaches in the area.  The home sleeps 7 and comes with a Smart TV, A/C (wall splits and window units) and linens provided. The main bedroom has two mini split A/Cs, ceiling fan, king bed, and quiet sitting areas to enjoy a book or your morning coffee. The second bedroom has double bed and window A/C. The third bedroom has two twin beds and window A/C. Need just a little more space? The downstairs bonus room couch pulls out into a twin bed and has a split A/C.  And since you are bringing Fido, the basement has a washer and dryer and we provide sheets and towels. But don't spend all your time inside in the A/C, enjoy the patio and sit under the umbrella at the patio table. Going for a swim? Rinse off in the outdoor shower and then turn on the gas grill to cook that 29" striper you are about to tell all your friends was 48".     Ready to get out and explore the area?  Flax Pond Conservation Area in Dennis has miles of trails and a dog friendly beach to cool off.  Across Mayfair Road you can access Bass River with canoes, kayaks, and SUPs to explore the area by water.  You are also centrally located in Dennis so getting to the Northside and Southside beaches is equally easy and allows for easy access to shopping and the highway in case you want to venture farther down Cape.  Are you a biking enthusiast? Hop on the nearby Cape Cod Rail Trail junction on Route 134 giving you access to the entire bike trail running from Wellfleet to the newly finished sections in Yarmouth. This home is also available for off season getaways and is fully heated for a winter retreat.  For up to date pricing and availability click here Amenities: Dog friendly Washer/dryer and linens provided A/C splits, 2 downstairs, 1 main bedroom, window A/C in bedrooms 2 and 3 standard coffee maker, microwave, toaster, dishwasher Wi-fi and Smart TV (no cable), DVD player Exterior: Outdoor shower, 2 parking spaces, gas grill, patio, sitting areas Other: Dog friendly, no smoking Dennis Rental Registration: RENT-005836-2024

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Unforgettable Ocean Front Cottage

2g Beach Hills Road Dennis MA 02639
For Rent

Listing Number X52341337

  • Exclusive Vacation Rentals
  • Village Dennis Port
  • Bathroom 1
  • Bedrooms 2
  • Sleeps 4

  Don't tell your in-laws about this house! You will immediately fall in love with this delightful, warm, and welcoming beach front cottage and you'll never want to stay anywhere else on Cape Cod. From the moment you walk in, you will be charmed by the delightful details throughout the cottage and then you will be stunned by the view overlooking Nantucket Sound.    This 2 bedroom, 1 bath home features so many desirable amenities you will completely forget about once you sit down on the deck, put your feet up, and spend the rest of your vacation gazing at the unobstructed view of the ocean.  But if you end up with a rainy day, you will be completely comfortable in the light and bright home with central A/C and linens provided. The living room features a smart TV with basic cable, DVD player, as well as board games and beach reads for the whole family.  The main bedroom features a queen bed with a view overlooking the deck to the ocean and the cozy second bedroom features two twin beds.  The kitchen is well stocked for basic cooking needs and includes an ice machine and Keurig coffee maker. Worried about lines at the laundromat? No more. Don't lose a second at the beach as this homes comes with a washer and dryer too.     Ready to get your feet wet?  Just off the deck you'll find the stairs to the private association beach down the bluff where you can take a dip or sit and read with the sun warming your face all day.  If you enjoy fishing, the jetties are great spots to catch a striper or just while away the time with your rod and reel.      Time to venture out? Dennis Port village is just 1 mile away where you will find myriad restaurants, bakeries, markets and more. Even closer on Old Wharf Rd and Lower County Rd you can find plenty of dining options and delightful shops too. And just steps away is the Pelham House Resort with an amazing rooftop dining experience.  Stay here and you'll never want to stay anywhere else on Cape Cod. CLICK HERE for up to date pricing and availability Amenities: Private association beach access 2 Bedroom, 1 Bath, Occupancy for 4 Central A/C Linens and bath towels provided Wi-fi, basic cable and smart TV Washer and Dryer Outdoor shower Gas grill Off season availability. May and October 3 nights for $775 and $225 for each additional night (add 14.45% for taxes).  Early June and September 3 nights for $1000 and $300 for each additional night (add 14.45% for taxes).  Dennis Rental Registration: RENT-005991-2024  

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- 2000ft to Mayflower Beach in Dennis

29 Taunton Avenue Dennis MA 02638
For Rent

Listing Number 29Taun

  • Exclusive Vacation Rentals
  • Village Dennis
  • Bathroom 2
  • Bedrooms 3
  • Type 3 Bedroom Home

Enjoy summer on the Cape at its best! This spacious home is located in charming Dennis Village and is just 2000ft from world-famous Mayflower Beach.  This home features everything you need to make your Cape Cod Vacation a hit: 3 bedrooms with sleeping for 6, central A/C, linens included, gas grill, washer/dryer, a bright living room for relaxing, a cozy den for enjoying your morning coffee, and a large lawn perfect for games and sunbathing. Just getting back from the beach? Rinse off in the outdoor shower and then hang out in the shade   Venture out and enjoy any one of the nearby Dennis Public Beaches, from Chapin to Bayview and of course, nearby Mayflower.  Just over a mile to Dennis Village you'll find popular and local staples such as Dennis Public Market, Cape Cod Creamery, Scargo Cafe, Underground Baker, and The Mercantile, just to name a few. The village also features The Cape Playhouse, a world-class summer theater boasting appearances from the likes of Gregory Peck, Bette Davis and more.  You'll never need to go far to find everything you need in this delightful seaside village while staying at your new favorite Cape Cod vacation home. For up to date pricing and availability click here Off season availability: $2900/week,  3 nights for $1300 each additional night 400 Amenities: Central A/C Washer/Dryer Smart TV (no cable), wifi internet Beds: 1 King, 1 Queen, 1 Double Master Bedroom with ensuite bathroom Dishwasher, standard coffee maker Gas grill (coming spring 2024) Outdoor shower Large yard No pets Non smoking $250 refundable security deposit required Dennis License Number: RENT-005303-2024

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Private Beach Access on Morris Island

137 Attucks Trail Chatham MA 02633
For Rent

Listing Number 137Attucks

  • Exclusive Vacation Rentals
  • Village Chatham
  • LocationType Chatham
  • Maximum Occupants 8
  • Bedrooms 4

Welcome to Morris Island in Chatham! This beautifully appointed home offers everything you could want for a Cape Cod vacation. Walk 1/3 mile to the private Quitnesset Association beach and while away the day in the sun and sand. Be tucked away in serenity and welcomed by a light and bright home with central A/C, spacious and private deck and backyard, washer and dryer, propane BBQ grill and a luxurious outdoor shower.  Enjoy your morning coffee on the enclosed porch. Bask in a little quiet time in the first floor master bedroom with en suite full bathroom. Take a stroll through Morris Island and discover the Monomoy National Wildlife Refuge with its scenic trails and visitor center. Hungry for some village bustle? Chatham boasts one of the most quaint and delightful main streets on Cape Cod and is perfect for sauntering and window shopping or grabbing a bite at the numerous local restaurants. Coming with little ones? There is a pack-and-play and high-chair for your use as well. Breathe easy as we provide professionally laundered linens and all you need to do is kick back and relax at your new favorite Cape vacation home. Click here for up to date pricing and availability Central A/C First floor master w/ en suite bath and king bed First floor bedroom with twin day bed and twin trundle (2 twins) 2nd floor bedroom with queen 2nd floor bedroom with 2 twins Washer and Dryer in Basement 2 full baths and 1 half bath Outdoor Shower Whole house generator Quitnesset Association Beach Use (flag required for use) Beach chairs and beach cart Please inquire about off season availability October - May  Chatham Rental Registration STR-386

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Close to Water and Dog Friendly Home in Chatham

126 Meadowview Road Chatham MA 02635
For Rent

Listing Number 126meadow

  • Exclusive Vacation Rentals
  • Village Chatham
  • Bathroom 2
  • Maximum Occupants 10
  • Bedrooms 4

You'll fall in love with this 4 bedroom, 2 bath home in Chatham. Less than 1/2 mile to Vineyard Ave Town Landing and less than 1 mile to Barn Hill Rd Town Landing, this home makes a great escape for kayakers, paddle boarders, and motorboaters alike.  Enjoy the spacious living room and the 3 season porch where you can put your feet up and relax in the shade. Too hot outside? You'll love the 5 separate A/C splits so you will be comfortable in each bedroom and the main living area.  But who wants to spend all day inside? Out back you'll find a shaded patio with a gas grill and a picnic table for feasting.  Just back from Hardings Beach just a mile down the road? Rinse off in the outdoor shower and throw your towels and swimsuits in the laundry before heading out to explore Chatham Village.   And where do we start with Chatham? This world-class seaside village boasts one of the most quaint and delightful main streets on Cape Cod and is perfect for sauntering and window shopping or grabbing a bite at the numerous local restaurants.  The area has unmatched beaches on the Ocean, the Sound and more protected areas so you can enjoy serene lapping waves and the impressive crash of the Atlantic Ocean.  And enjoy such staples of Americana as the Chatham Band on Friday nights and the Cape League Baseball team, the Chatham Anglers.  You are sure to fall in love with your new favorite vacation rental in Chatham. For up to date pricing and availability click here Amenities: Dogs allowed (add $100), non smoking Parking for 4 cars Washer/dryer 5 Split A/Cs Smart TV, Cable, DVD, WiFi Dishwasher, microwave, coffee: standard and Keurig 1st floor bedroom with Queen 1st floor bedroom with Full Bed 2nd floor bedroom with Queen Bed and TV 2nd floor bedroom with 4 twin beds Off season availability Chatham Rental Permit STR-240

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Recently renovated with water access to Hinckley's Pond in Harwich

111 Azalea Drive Harwich MA 02645
For Rent

Listing Number 111Azalea

  • Exclusive Vacation Rentals
  • Village Harwich
  • Bathroom 2
  • Maximum Occupants 4
  • Bedrooms 2

Welcome to the ''Salty Seahorse''! This newly renovated home offers everything you expect from a Cape Cod vacation: water access to Hinckley's Pond only 1000 feet away (and excellent fishing!), 2 single person kayaks for your enjoyment on the pond, Cape Cod Rail Trail access easily accessible in the same same neighborhood, a spacious deck and enclosed back yard, and the charm of Harwich Port and Harwich mere minutes away.  Relax in this 2 bedroom 2 full bath home with updated kitchen, spacious deck with gas grill, light and bright interior and sparkling new floors.  We also provide a welcome basket including cleaning supplies, and a list of our favorite 'local' attractions. To insure you arrive to a welcoming atmosphere we have the ''Seahorse'' professionally cleaned before your stay. Welcome to our home! For up to date pricing and availability --CHECK HERE-- Features: Master Bedroom: queen bed, ensuite bathroom, television, window A/C Second Bedroom: 2 twin beds, window A/C Living Room: Spacious couch, TV Den: Comfortable sitting area and futon with memory foam twin bed Other amenities: Deck with outdoor table and chairs, outdoor shower, 2 1-person kayaks, gas grill, washer, dryer, microwave, dishwasher, coffee maker and cable TV  Off season availability for $175/night plus a $100 cleaning charge   From our satisfied guests: "Good location in the middle of the cape with easy access to CC bike path, short drive to ocean or bay beaches and several nearby ponds. The house is charming,spacious, clean and comfortable with lovely decor. Complete kitchen made cooking easy. Two nicely decorated convenient bathrooms. Large deck with dining table and Weber gas grill made barbecuing easy.  We took morning strolls to Hinckley pond, afternoon biking and evenings watching sunsets at nearby bays beaches. The nation seashore is a must see. We went to craft fairs, ate lobster  rolls on the bay (Sesuit Harbor Cafe) and saw a local theater production. House location made it easy for us explore the entire cape. We’ll be renting again next year." --Lorraine and Frank

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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Vacation Rental -- Seaward Escape Close to the Beach!

3 Tanglewood Drive Yarmouth MA 02673
For Rent

Listing Number 3Tanglewood

  • Exclusive Vacation Rentals
  • Village West Yarmouth
  • Bathroom 3
  • Bedrooms 4

Come and enjoy the good life on Cape Cod less than 1/2 mile to Colonial Acres Beach in West Yarmouth.  This recently updated 4 bedroom, 3 bath home features everything you want for your Cape vacation. The main floor features a light and bright living room with ample space for relaxing in the central A/C; spacious kitchen and dining area; beautiful deck with propane grill; two bedrooms with a newly updated bathroom; plus another bath with a washer and dryer.  Need to get away from the rest of your group? Retire to the lower level for an additional living room with a T.V; 2 more bedrooms; renovated bathroom; access to the backyard and the outdoor shower. And pack light with plenty of linens provided for your use. When you are ready to get out and explore, take a walk to Colonial Acres Beach and enjoy a swim in beautiful Lewis Bay and watch the ferries entering Hyannis Harbor in the distance.  Explore one of the many West Yarmouth dining favorites such as The Yarmouth House and the Keltic Kitchen. Take a stroll along nearby Main Street in Hyannis for window shopping, restaurants and cafe's, festivals, a bustling night life and so much more.  Welcome to the Seaward Escape and your new favorite Cape Cod summer vacation home! For Up to Date Pricing and Availability CLICK HERE Features: Central A/C, Washer and Dryer Outdoor Shower Smart TV so you can bring your own streaming services Deck with propane Grill Master bedroom with king bed Second bedroom with queen bed Third bedroom with 1 queen, 1 twin fourth bedroom with 1 double, 1 twin Pack-and-play available in 2nd bedroom Off season availability

Listed by Chatelain Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.94% last updated on May 23, 2024
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than Chatelain Real Estate are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor Chatelain Real Estate shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated May 29, 2024 8:51 PM EDT. All properties are subject to prior sale, changes, or withdrawal.

Chatelain Real Estate has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.