
Holiday rentals near Wentworth Gardner and Tobias Lear Houses
We found 2,338 holiday rentals — enter your dates for availability
If you want to to stay within easy reach of Wentworth Gardner and Tobias Lear Houses, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the best amenities for spending time at your home away from home, which might include parking and a pool. Whatever you're looking for, you're sure to find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Wentworth Gardner and Tobias Lear Houses
Showing deals for:21 Nov - 28 Nov
Image gallery for Peaceful Suite in a farm setting-20 mins to ocean-Unit 4- Abbott Brook Inn

1010 out of 10 rating
Exceptional
(78 reviews)
Peaceful Suite in a farm setting-20 mins to ocean-Unit 4- Abbott Brook Inn
North Berwick, ME
8% off
Price is AU$2,028
AU$2,028
AU$290 nightly
Includes taxes & fees
Image gallery for BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!

1010 out of 10 rating
Exceptional
(21 reviews)
BOOKING NOW FOR SUMMER 2025-2026 BREATHTAKING OCEAN FRONT HOME!
Cape Neddick, ME
8% off
Price is AU$4,972
AU$4,972
AU$710 nightly
Includes taxes & fees
Image gallery for Coastal Plum Island Cottage Steps From Beach

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Coastal Plum Island Cottage Steps From Beach
Newbury, MA
9% off
Price is AU$4,482
AU$4,482
AU$640 nightly
Includes taxes & fees
Image gallery for Spacious Beach Villa - Ocean Views - 3 Minute Walk to Shore - Available All Year

9.69.6 out of 10 rating
Exceptional
(57 reviews)
Spacious Beach Villa - Ocean Views - 3 Minute Walk to Shore - Available All Year
Wells, ME
8% off
Price is AU$10,834
AU$10,834
AU$1,548 nightly
Includes taxes & fees
Image gallery for Direct Ocean Front Salisbury Beach South Side New Construction!

1010 out of 10 rating
Exceptional
(8 reviews)
Direct Ocean Front Salisbury Beach South Side New Construction!
Salisbury, MA
8% off
Price is AU$6,955
AU$6,955
AU$994 nightly
Includes taxes & fees
Image gallery for New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York

1010 out of 10 rating
Exceptional
(213 reviews)
New Year Round Rental - 1/4 Mile To Short Sands Beach & Downtown York
York Beach, ME
15% off
Price is AU$5,576
AU$5,576
AU$797 nightly
Includes taxes & fees
Image gallery for Cozy sunlit apartment steps from downtown Dover. Parking included

1010 out of 10 rating
Exceptional
(7 reviews)
Cozy sunlit apartment steps from downtown Dover. Parking included
Rollinsford, NH
31% off
Price is AU$1,471
AU$1,471
AU$210 nightly
Includes taxes & fees
Image gallery for The 207 - Maine's Modern Escape

9.89.8 out of 10 rating
Exceptional
(9 reviews)
The 207 - Maine's Modern Escape
South Berwick, ME
8% off
Price is AU$3,449
AU$3,449
AU$493 nightly
Includes taxes & fees
Image gallery for Stunning York Beach Home Steps from York Harbor, shopping & More!

1010 out of 10 rating
Exceptional
(9 reviews)
Stunning York Beach Home Steps from York Harbor, shopping & More!
York, ME
8% off
Price is AU$7,513
AU$7,513
AU$1,073 nightly
Includes taxes & fees
Image gallery for Beach condo

1010 out of 10 rating
Exceptional
(18 reviews)
Beach condo
York Beach, ME
8% off
Price is AU$5,343
AU$5,343
AU$763 nightly
Includes taxes & fees
Image gallery for Award Winning House in Portmouth's South End

1010 out of 10 rating
Exceptional
(31 reviews)
Award Winning House in Portmouth's South End
Portsmouth, NH
9% off
Price is AU$8,473
AU$8,473
AU$1,210 nightly
Includes taxes & fees
Image gallery for This sweet, cozy, and relaxing beach cottage is ready for you in 2024! Sleeps 6!

9.89.8 out of 10 rating
Exceptional
(16 reviews)
This sweet, cozy, and relaxing beach cottage is ready for you in 2024! Sleeps 6!
Wells, ME
8% off
Price is AU$3,106
AU$3,106
AU$444 nightly
Includes taxes & fees
Image gallery for Charming 3-Bedroom Home Near Downtown Portsmouth!

1010 out of 10 rating
Exceptional
(18 reviews)
Charming 3-Bedroom Home Near Downtown Portsmouth!
Kittery, ME
8% off
Price is AU$5,125
AU$5,125
AU$732 nightly
Includes taxes & fees
Image gallery for WELLS BEACH HOUSE: "THE GULL"

8.68.6 out of 10 rating
Excellent
(27 reviews)
WELLS BEACH HOUSE: "THE GULL"
Wells, ME
8% off
Price is AU$6,061
AU$6,061
AU$866 nightly
Includes taxes & fees
Image gallery for Recently Renovated, Charming, Oceanfront Home In York Beach

1010 out of 10 rating
Exceptional
(69 reviews)
Recently Renovated, Charming, Oceanfront Home In York Beach
York Beach, ME
8% off
Price is AU$9,103
AU$9,103
AU$1,300 nightly
Includes taxes & fees
Image gallery for Beachfront 3 family home, best on the beach! Any a full week in summer add 250

9.89.8 out of 10 rating
Exceptional
(12 reviews)
Beachfront 3 family home, best on the beach! Any a full week in summer add 250
Salisbury, MA
40% off
Price is AU$3,449
AU$3,449
AU$493 nightly
Includes taxes & fees
Image gallery for Long Sands Beach- 2 blocks away! Super Clean-Very nice 3+ bedroom cottage.

1010 out of 10 rating
Exceptional
(37 reviews)
Long Sands Beach- 2 blocks away! Super Clean-Very nice 3+ bedroom cottage.
York Beach, ME
8% off
Price is AU$3,389
AU$3,389
AU$484 nightly
Includes taxes & fees
Image gallery for Stunning Ocean Views with Private Beach!! Spacious, Upscale Home in Quiet Area

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Stunning Ocean Views with Private Beach!! Spacious, Upscale Home in Quiet Area
Cape Neddick, ME
9% off
Price is AU$9,497
AU$9,497
AU$1,357 nightly
Includes taxes & fees
Image gallery for Modern Victorian House with Beautiful Pool in the Heart of Ogunquit

9.89.8 out of 10 rating
Exceptional
(49 reviews)
Modern Victorian House with Beautiful Pool in the Heart of Ogunquit
Ogunquit, ME
8% off
Price is AU$9,880
AU$9,880
AU$1,411 nightly
Includes taxes & fees
Image gallery for 4 Bed Rms 2 Bathrms sleeps 10, Hot Tub, Lrg decks, Yard, Near Short Sands Beach

1010 out of 10 rating
Exceptional
(111 reviews)
4 Bed Rms 2 Bathrms sleeps 10, Hot Tub, Lrg decks, Yard, Near Short Sands Beach
York Beach, ME
8% off
Price is AU$7,088
AU$7,088
AU$1,013 nightly
Includes taxes & fees
Image gallery for Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore

9.89.8 out of 10 rating
Exceptional
(49 reviews)
Downtown Escape ❤️ Deck, Fireplace, 95 WalkScore
Portsmouth, NH
8% off
Price is AU$3,266
AU$3,266
AU$467 nightly
Includes taxes & fees
Image gallery for Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

9.89.8 out of 10 rating
Exceptional
(57 reviews)
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Durham, NH
8% off
Price is AU$3,307
AU$3,307
AU$472 nightly
Includes taxes & fees
Image gallery for Spectacular Ocean Views. Walking Distance to Beaches and Center.

1010 out of 10 rating
Exceptional
(75 reviews)
Spectacular Ocean Views. Walking Distance to Beaches and Center.
York Beach, ME
11% off
Price is AU$9,073
AU$9,073
AU$1,296 nightly
Includes taxes & fees
Image gallery for Perfect Beachfront Vacation Home

9.29.2 out of 10 rating
Wonderful
(47 reviews)
Perfect Beachfront Vacation Home
York Beach, ME
9% off
Price is AU$5,405
AU$5,405
AU$772 nightly
Includes taxes & fees
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Find the best place to stay - Wentworth Gardner and Tobias Lear Houses
Garden-Level Studio for 2 on the Harbor in Kittery, Maine!
Sleeps 2 · 1 bedroom · 0+ bathrooms
1010 out of 10
Exceptionalexceptional
1 review(1 review)
The Perch on Penhallow, Downtown Portsmouth
Sleeps 5 · 2 bedrooms · 2+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Fantastic Beach House! 4 bedroom across the Ocean.
Sleeps 12 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
130 reviews(130 reviews)
Lovely 1-bedroom in downtown Portsmouth steps to everything!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
47 reviews(47 reviews)
Walk to the beach - Beautiful home in York Harbor!
Sleeps 16 · 7 bedrooms · 3+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Tiny home steps from the beach.
Sleeps 3 · 1 bedroom · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
35 reviews(35 reviews)
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value





